27 Old Yonge Street
Bridle Path-Sunnybrook-York Mills, Toronto, M2P 1P6
FOR SALE
$5,995,000

➧
➧



















Browsing Limit Reached
Please Register for Unlimited Access
4
BEDROOMS3
BATHROOMS1
KITCHENS12
ROOMSC12935382
MLSIDContact Us
Property Description
An Exceptional Opportunity To Build Your Dream Residence On This Premium, Mostly Table, One-Acre Building Lot With 300' Of Frontage, Elegantly Perched Atop Its Ridge And Commanding Picturesque Ravine Vistas Of The Valley Below. This Remarkable Setting Affords A Rare Combination Of Complete Privacy While Simultaneously Showcasing Sweeping City Views, Including The Iconic CN Tower Skyline. Nestled Within The Esteemed Enclave Of Hogg's Hollow, This Distinguished Property Presents An Exquisite Canvas For A Custom Residence Designed In Refined Harmony With Its Natural Surroundings And Serene Seclusion. Conceptual Architectural Renderings By Renowned Architect Stan Makow Illustrate The Extraordinary Potential To Create A Residence Of Approximately 5,300 Square Feet As Of Right, With The Possibility Of Significantly Greater Scale Through A Committee Of Adjustment Application. Whether You Choose To Design And Build A Bespoke Masterpiece Tailored To Your Exacting Standards, Or Thoughtfully Refine And Expand The Existing Residence With Its Current Abundance Of Character And Enduring Charm, The Opportunity Is Truly Exceptional. A Rare And Distinguished Offering For Builders, Investors, Or End-Users Seeking To Craft A Singular Estate In One Of Toronto's Most Coveted Neighbourhoods. Moments To Fine Shops, Upscale Dining, Premier Golf, Subway Access, And Major Highways. Proudly Held By The Same Family For Generations, This Property Awaits Its Owner-An Invitation To Create Something Truly Remarkable.
Call
Nearby Intersections
Property Features
Public Transit, Greenbelt/Conservation, Park, Ravine, River/Stream, School, Other, Private
Call
Property Details
Address
27 Old Yonge Street
Community
City
Postal Code
M2P 1P6
Property Type
Detached, Detached
Lot Size
331' x 200'
Taxes
$32,554 (2025
Basement
Full, Unfinished
Heat Type
Water
Heat Source
Oil
Water
Municipal
Pool
Inground
Parking Spaces
3
Garage Type
None
Call
Listing contracted with Re/Max Realtron Barry Cohen Homes Inc.
Similar Listings
Builder, Developers , Toronto, Scarborough very nice location to use for Residential Development Land, Minutes to 401, 404 & 407. ShoppingMall , Schools, Go Train. Subway. Listing being sold in combination with 2636 Midland Ave.
Call
Visit REALTOR website for additional information. Exquisite Georgian Revival Residence on Coveted Nanton Avenue, Rosedale Seldom does an opportunity of this magnitude present itself.Situated on one of Rosedale's most prestigiousstreets,this grand three-storey Georgian Revival residence occupies a rare 50x150-foot lot,offering exceptional privacy and expansive outdoor living.Designed by renowned architectBeaumont Jarvis as his own personal residence, the home is rich in history,elegance,andarchitecturalsignificance. Its timeless beauty has also attracted Hollywood attention,havingbeen featured in acclaimed television productions including Suits and 12Monkeys.Thedistinctive Dutch Gambrel roof and stately façade create an unforgettable first impression.Inside,the home has been meticulously restored to preserve its original charm whileincorporating modern luxury.Extraordinary period details include soaring 4x16-foot beams,leaded and stained-glass windows,intricate mouldings,and grand principal rooms designed forelegant entertaining and comfortable family living.A chef-inspired kitchen features aFrench-imported Lacanche range and premium Gaggenau refrigeration.Two staircases connect the thoughtfully designed three levels, balancing sophistication withpracticality. The rear mudroom opens to breathtaking mature gardens and an oversized backyardoasis with private garage,perfect for entertaining, alfresco dining,or even a private skatingrink beneath the stars in winter.Offering four spacious bedrooms and three beautifully appointed bathrooms,the home provides abundant natural light and refined comfort throughout.One of Toronto's original poured concrete homes,it boasts remarkable durability and structuralintegrity rarely found today.Located steps from the subway, this exceptional residence combinesserene luxury with effortless downtown Toronto access.Surrounded by top-tier schools and acelebrated family-friendly community,this is a rare opportunity to own a landmark property
Call
Welcome to The Edenbrook Collection. Set within one of Etobicoke's most prestigious enclaves, this exceptional residence offers a rare lifestyle backing onto St. George's Golf and Country Club, one of the nation's most celebrated courses. Panoramic fairway views create a serene, open backdrop, while the home's grand scale and refined design make an immediate impression. Soaring ceilings and expansive windows flood the interiors with natural light, seamlessly connecting indoor and outdoor living. At the heart of the home, a chef-inspired kitchen is tailored for both elevated everyday living and sophisticated entertaining. Principal rooms flow effortlessly, each thoughtfully positioned to capture the surrounding landscape. Outdoors, expansive terraces set the stage for elegant entertaining, from intimate evenings under the stars to alfresco dining overlooking the greens. The upper level offers a private retreat, including a luxurious primary suite with a spa-inspired ensuite and tranquil golf course views. Surrounded by lush landscaping and uninterrupted greenery, the property delivers both privacy and a remarkable sense of space. The Edenbrook Collection transcends the notion of home - a refined collection of lifestyle, architecture, and experience.
Call
Location! Location! Location! With only a handful of properties like it in The Beach, opportunities like this don't come along often. With lake views from every floor, this detached home offers generous living space with room to expand. Tucked away at the bottom of this beautiful tree-lined street, literally steps to the beach and the Martin Goodman Trail, the location truly speaks for itself. Complete with a large two-car garage with exceptional possibilities, this is a rare chance to own a special piece of The Beach.
Call
Perfectly situated on one of Forest Hill's most coveted Streets, 268 Lonsdale Road Is A Stately Family Residence offering over 4,000 Square Feet Of Beautifully Appointed Living Space Across Three Levels. Grand Principal Rooms, Three Fireplaces, Indoor Pool, and Generous Scale throughout. Create An Inviting Canvas For Both Elegant Entertaining And Everyday Family Living. The Main Floor features A Sun-Filled Living Room, Formal Dining Room, Separate Family Room, and An Eat-In Kitchen that opens effortlessly To the home's principal spaces. Four well-proportioned Bedrooms above, Including A spacious primary retreat with a walk-in closet and a 5-piece ensuite. The Lower Level is a true showpiece: a marvellous Indoor Pool, Private Sauna, Sitting Room, Oversized recreation room with a fireplace, and an attached two-car garage. A rare offering In The Heart Of Forest Hill, steps from Top-Ranked Schools - Upper Canada College and BSS and Forest Hill Village. In close proximity to the Beltline and Downtown Toronto. View our exclusive property tour here: https://tinyurl.com/mr2rfypp
Call
Builder, Developers , Toronto, Scarborough very nice location to use for Residential Development Land, Minutes to 401, 404 & 407. ShoppingMall , Schools, Go Train. Subway. Listing being sold in combination with 2636 Midland Ave.
Call
Builder, Developers , Toronto, Scarborough very nice location to use for Residential Development Land, Minutes to 401, 404 & 407. Shopping Mall , Schools, Go Train. Subway. Listing being sold in combination with 2640 Midland Ave.
Call
Nestled in the prestigious enclave of Hogg's Hollow, this rare offering sits on an extraordinary extra-deep lot, presenting a prime opportunity to build a custom estate in one of Toronto's most coveted neighbourhoods. Surrounded by mature trees, the property offers exceptional depth, privacy, and a truly distinguished setting for a future architectural masterpiece. The existing residence has been thoughtfully updated in recent years, featuring a refined stucco and stone exterior, interlock driveway, and renovated powder room-ideal for interim use or rental while planning redevelopment. The expansive, tree-lined backyard with outdoor pool and full fencing enhances the sense of seclusion and scale, providing a serene backdrop for future design possibilities. Ideally located near top-tier public and private schools, lush parks, transit, and major highways, this address combines prestige, convenience, and unmatched potential.
Call
Rare Opportunity In Summerhill! Move In & Enjoy! Approved Plans For Two Executive 2-Storey Detached Homes With Approved Severence. Land Is Seldom Available To Purchase In This Coveted Neighbourhood. Alternatively Renovate or Rent Current Livable Two Storey Dwelling Enjoy All The Conveniences Of Being Steps To Yonge St And Easy Access To Ttc, Shops, Top Schools And Eateries. This Sublime Locale Allows You To Enjoy Everything Summerhill Has To Offer, From Its Renowned Tree-Lined Streets And Boutique Shops To Easy Ttc Access And Local Parks.
Call
Exquisitely Crafted Home Nestled On Prestigious Forest Grove Dr. at Bayview village neighborhood, 80 x 526.33 feet, lot on a tranquil cul-de-sac, Luxurious Living Space In Natural Light W Floor To Ceiling Windows & Breathtaking Ravine Views from Living/Dining, 2 bedrooms and office. Backing on DON RIVER, Offering the Feel of a serene Green Cottage Right In the City, Spacious Decks W/Breath-taking Unobstructed nature view, Modern Kitchen, 21'Cathedral ceiling, Custom built, Hardwood front Door and interior doors and much more....
Call
***A Rare Offering In The Prestigious Bayview And York Mills Enclave***This Beautifully Renovated Ranch-Style Bungalow Sits On An Exceptional South Facing 110x132 Ft Estate Lot Surrounded By Mature Trees And Timeless Elegance. The Home Has Been Meticulously Updated And Renovated Over The Years, Blending Refined Finishes With The Warmth And Ease Of Single-Level Living. Its Three-Bedroom Layout Is Bright, Sophisticated, And Designed For Comfort, Creating A Welcoming Atmosphere From The Moment You Arrive. Live In It Today, Make It Your Dream For The Future. The Property's Expansive Grounds Are Truly Extraordinary. A Serene Pond, Lush Perennial Gardens, And Towering Trees Form A Private Natural Sanctuary That Feels Worlds Away From The City, Offering An Unmatched Sense Of Calm And Retreat. The Backyard's Scale And Beauty Provide Endless Opportunities For Outdoor Living, Entertaining, And Quiet Relaxation. Whether Enjoyed As-Is Or Envisioned As The Foundation For A Future Custom Residence, The Lot Delivers Exceptional Value In One Of Toronto's Most Coveted Neighbourhoods. The Curb Appeal With Stunning Grounds Enhance The Estate-Like Presence Of The Home. Inside, Thoughtful Renovations Have Created A Move-In-Ready Environment With Stylish Updates, Generous Principal Rooms, And A Seamless Connection To The Outdoors. This Is A Rare Chance To Secure A Beautifully Maintained Bungalow On A Premium Oversized Lot In An Area Known For Luxury Homes, Top-Tier Schools, And Unparalleled Convenience. 57 Wimpole Offers A Stunning Blend Of Tranquility, Prestige, And Long-Term Potential, An Exceptional Opportunity For The Discerning Buyer.
Call
Contemporary Mid-Century Modern-Inspired Residence Featuring Its Own Architectural Pedigree, Enhanced By VM Zinc Exterior Panels Imported From Germany, Delivering A Sleek And Sophisticated Aesthetic. Rich In Solid Douglas Fir Wood Accents, This Home Has Been Meticulously Re-Envisioned By Famed Architect Jillian Aimis (Formerly Of Hariri Pontarini Architects. Set On An Expansive 100-Foot Frontage With A South-Facing Rear Garden Oasis, This Exceptional Property Is Located Within Prestigious The Bridle Path Exclusive Glenorchy Community. Striking Curb Appeal! The Residence Features Hardwood Floors And Custom Built-Ins Continue Throughout The Refined Interior, Featuring A Gourmet Kitchen With Breakfast Area, Generously Sized Sun-Drenched Principal Rooms, And A Dramatic Central Staircase Overlooking The Rear Garden's Gunite Pool And Two-Tiered Stone Terrace. The Primary Retreat Offers A Tranquil Bedroom Suite With Walkout To A Private Terrace, Alongside A Spa-Inspired Ensuite Featuring A Luxurious Steam Shower And Custom Zebrawood Cabinetry Throughout. The Lower Level Showcases A Sprawling Recreation Room With Exposed Brick Walls, A Full Bar, And A Natural Wine Cellar Designed For The Most Discerning Connoisseur. Ideally Located Just Minutes From Edwards Gardens, Top-Ranking Public And Private Schools, Renowned Golf Courses, Upscale Shops, And Fine Eateries. Amidst Many Newly Built Estates, This Community Remains Rich In Character And Tranquility, Defined By Expansive Frontages And Mature Trees. Whether Enjoyed As-Is Or Reimagined, This Property Also Serves As The Perfect Palette For A Future Custom-Built Residence, If So Desired.
Call
A spectacular and seldom-offered ravine property, 187 Ellis Avenue presents a once-in-a-generation opportunity to own one of Toronto's most coveted and private parcels of land. Located on the shores of Grenadier Pond with sweeping views of High Park's ancient canopy, this extraordinary property offers the rare sensation of a wooded countryside retreat - mere minutes from the very heart of the city.The exceptional lot spans 70 feet in width and an impressive 512.5 feet in depth, encompassing 0.82 acres of lush ravine land. Whether envisioned as the site of a masterfully designed bespoke residence or a lovingly restored character home, the potential here is unparalleled.The existing home unfolds across three levels totalling 4,215 square feet, offering four generously proportioned bedrooms and three-and-a-half bathrooms. A two-car garage with attached workshop adds exceptional utility, complemented by two additional driveway spaces. The ravine setting ensures a degree of seclusion rarely achieved on a Toronto residential lot, with mature trees providing a natural privacy screen.Situated in the prestigious Swansea neighbourhood, this address places residents within walking distance of the Bloor West Village's celebrated shops and restaurants and top-rated schools including Swansea PS and Humberside Collegiate. Convenient access to the Gardiner and Bloor subway line ensures effortless connectivity to downtown, the airport and beyond. Renovate to your exacting standards or build the residence you have always envisioned. Properties of this magnitude, in this location, simply do not come to market. 187 Ellis Avenue is not merely a listing - it is a legacy.
Call
Detached 2 storey ,light filled south facing home by Davenport + Avenue Rd in prime yorkville location.Main floor has family room and also a spacious open concept living and dining room with high ceilings and walk out to garden.Master bedroom has 11.7 ft ceilings + 4 pc ensuite and other 2 bedrooms have 10 ft 11 inch ceilings with double closets and also a loft area.The lower level contains a large recreation room with 3 piece bathrm.Included is laundry rm,furnace rm and good storage space.Located close to Ramsden Park + easy walk to shops,restaurants,cafes,mink mile exclusive shopping,Yorkville proper.
Call
Welcome to elevated Forest Hill living in this fully renovated 4+1 bedroom, 4 bathroom home, where timeless style, thoughtful design, and exceptional behind-the-scenes quality come together beautifully. Completely gutted and renovated in 2018, this home was designed for modern family living with premium finishes, smart technology, and everyday comfort in mind. Inside, you'll find elegant principal rooms and a warm, inviting layout designed for both relaxed family life and effortless entertaining. The chef's kitchen is a true showpiece, featuring a Wolf 48" dual fuel range with charbroiler, custom teppanyaki grill with stainless steel hood, Sub-Zero fridge/freezer, Sub-Zero drink cabinet, Sub-Zero wine fridge, Miele dishwasher, Grohe fixtures, reverse osmosis water system, and water softener. A well-appointed butler kitchen adds even more function for hosting, prep, storage, and keeping the main kitchen looking effortlessly polished.Thoughtful upgrades continue throughout the home, including heated floors in select rooms and bathrooms, Lutron lighting control, triple-pane windows, CCTV, network wiring, 200-amp electrical service, EV-ready connection, Copper front eavestrough/soffit and fascia, and a 22KW Generac backup generator. With spacious bedrooms, beautifully renovated bathrooms, double laundry, and a finished lower level with an additional bedroom, every detail has been carefully considered. Outside, enjoy a private drive with manual bollards, garage and spacious backyard, raccoon-proof vents, and even a dog washing station - because muddy paws deserve their own spa moment too. Set in prestigious Forest Hill, surrounded by beautiful homes, top schools, parks, shops, restaurants, and transit, this is a rare move-in-ready opportunity in one of Toronto's most coveted neighbourhoods. See attached for a full list of features & upgrades.
Call
LAKEVIEWS INCLUDED. Positioned just one home from the lake on one of the most coveted streets in The Beach, this is a rare offering where timeless architecture, soulful design, and lakeside living exist in perfect harmony. Reimagined through a $1.5M restoration, every inch of this residence has been thoughtfully curated with an emphasis on warmth, craftsmanship, and timeless luxury. Behind its iconic façade unfolds a home layered in scale and architectural intention. The living room is a true showpiece, anchored by soaring 25-foot ceilings and dramatic metal railings that create a striking balance between modern edge and refined elegance. Restored fireplaces, antique mantels, solid oak finishes, and softly curved walls lend richness and authenticity throughout. And then there is the sunroom - a signature space wrapped in opening glass walls that blur the line between indoors and out. Summer evenings feel breezy and lakeside, while cooler days become quiet moments overlooking the water just steps away. Throughout the home, every detail speaks to craftsmanship and care: custom staircases, heated floors, restored French doors, Belgian wool carpeting, curated marble and limestone finishes, and beautifully integrated modern comforts. Outside, professionally designed gardens inspired by an Italian courtyard create a setting that feels both private and transportive. But what truly defines this home is not simply its design or proximity to the lake - it is the feeling it evokes. Quiet luxury. Timelessness. A softness to everyday life that feels increasingly rare. Because in The Beach, life moves differently. Morning walks along the water, coffee on Queen, and sunset bike rides by the lake - this is a neighbourhood people fall deeply in love with. And on Neville Park, they rarely leave.
Call
Some homes are built; the very best are lived in. For over two decades, this exceptional North Leaside property has been the backdrop to a lifetime of cherished memories. Lovingly maintained by the same family since 2005, this spectacular home underwent a masterful, back-to-the-studsrenovation and thoughtful addition in 2023. Balancing warmth and architectural sophistication, the residence sits proudly on an extraordinary, widening double lot (58' expanding to 70'+ at rear, x 140.5' deep) with mature, landscaped gardens offering absolute privacy in a coveted neighbourhood. Setting a tone of curated luxury are modern ACM Wiedehopf panels, elegant rain chains, andfull-height Marvin and Anderson Architect windows. Inside, sunlight floods through beautifully crafted interiors. The main level showcases quartersawn rift-cut white oak flooring with herringbone accents, a formal living room with double terrace doors, and a private office enclosed by 4 bench-built oak and glass sliding doors. The family room centers on a custom oak slat media wall and wood fireplace, while the dining room features a gas fireplace and walks out to a raised cedar deck. A chef's dream, the custom kitchen features Calacatta Oro Anticomarble, a 7' oak apothecary island, a walk-in pantry with coffee bar, and premium Sub-Zero, Bertazzoni, and Fisher & Paykel appliances. A hardworking mudroom with soaring ceilings and heated porcelain floors provides a seamless secondary entry. Upstairs, vaulted ceilings and skylights illuminate four bedrooms, including a laundry closet and a primary retreat with a private balcony, fireplace, sitting area, dressing room, and a spa-inspired Arabescato marble ensuite. The walk-out lower level offers incredible flexibility with a recreation room, guest suite, full bath, gym, and secondary kitchen. More than a residence, 310 Bessborough Drive is where the next family's story begins.
Call
Call
















