Classic Houses for Sale in Toronto, ON

Old Mill & Bloor Perched Above The Humber River, This Kingsway Home Offers An Unparalleled Combination Of Natural Opulence And Classic Elegance. Set On A Coveted Ravine Lot, This Residence Commands Breathtaking, Year-Round Views Of One Of Toronto's Most Cherished Natural Landmarks. The Home's

Avenue Rd. and Chaplin Cres. This elegantly renovated home, located in the highly coveted Chaplin Estates neighborhood, is truly a standout. Set on a south-facing 35' x 120' lot, this property exudes charm and character, flooded with natural light and offering the added bonus of backing onto

Bayview & Finch Stunning 7 Years Custom Built Luxurious Home Nested In Upscale Bayview Village, Meticulously Maintained Plus Fresh Painting. Sophisticated Timeless Design Floor Plan W/ Quality Finish. Extra Large Windows & 6 Skylights Boosts Abundance Sunshine. Classic Wooden Panel Wall In

North Side of Hill Cres / Lake Ontario Welcome to 68 Hill Cres., Located on One of the Most Sought-after Addresses in the Bluffs. This Beautifully Maintained Family Home Offers 2,240 Square Feet of Above-grade Living Space, Perfect for a Comfortable Family Life. The Property Welcomes You With

Meadowvale Rd & Lawson Rd Spend the summer by the pool! Enjoy this amazing home with huge, private yard featuring inground, gunite pool and hot tub! Adjacent to 4 season solarium and cooks kitchen, this classic home sits on a 220ft x 109ft lot on prestigious Bathgate Drive. Complete with 4

Jackson Ave. & The Kingsway Nestled in Toronto's prestigious neighbourhood of "The Kingsway", sitting on a quiet street just off The Kingsway (South of Dundas), is this timeless and elegant centre-hall home exuding the classic craftsmanship of the late 1930's. The impressive corner lot offers

Rolph Road and Sutherland Classic, south Leaside family home, loaded with character and charm. Detached, 3 bedroom, 2 bath home with a private drive featuring original gumwood trim and wainscotting; leaded glass windows; a fireplace in the living room: a private rear deck and yard. Perfect

Warden Ave. & Huntingwood Dr. Welcome to 24 Dunmurray Blvd. Located on a peaceful, tree-lined street south of Huntingwood, this home is ideal for families looking for a vibrant yet tranquil community. This beautifully maintained 4-bedroom, 3-bathroom home offers the ideal blend of space, comfort,

Parkside Dr. and Howard Park Ave. A True Classic on Howard Park! This Expansive 7-Bedroom, 3-Bathroom Home, Located just Steps from High Park, Offers Endless Possibilities. Built in 1911, it still Boasts Much of its Original Charm. The Spacious Layout Effortlessly Connects the Grand Foyer,

Dufferin and Caledonia/Roselawn Welcome to 1058 Roselawn Ave, a timeless 3 bedroom home brimming with character and warmth. Situated on a rare 30-foot frontage with a private driveway and detached garage, this home offers both charm and functionality in desirable Briar Hill Belgravia. Step

East of Mt Pleasant Welcome to 50 Lawrence Crescent a refined, custom-built residence in the heart of prestigious Lawrence Park. Completed in 2011, this timeless home was designed and executed by a dream team: Architect Lorne Rose, Interior Designer CMID, Landscape Architect the late Egils

Sorauren & Queen Prime 4-Unit Income Property, a rare opportunity in the heart of Roncesvalles, this stunning red double-brick classic home offers exceptional rental income for investors or savvy homeowners, with 4 incredible fully equipped, spacious 2-bedroom apartments. Each self-contained

Christie Street & Dupont Ave Fall in Love at First Sight with This Exquisitely Renovated Victorian Home! Prepare to be captivated the moment you step through the door of this stunning, extensively renovated Victorian, originally built in 1905. From its lovingly maintained exterior and charming

St Clair & Oakwood This cherished home offers the perfect balance of comfort, functionality, and everyday convenience on a coveted street with friendly neighbours. The enclosed sunroom provides a warm and inviting entryway perfectly suited as a mudroom or a place to unwind no matter the weather.

Birchmount & Danforth Rd Attention First-Time Homebuyers! This charming all-brick semi-detached two-story home is nestled in the welcoming and family-friendly community of Clairlea-Birchmount. With fantastic curb appeal, this classic three-bedroom home offers a bright and inviting living/dining

Lakeshore/Longbranch/Kipling A Beautiful House at Prime Location With Real Character! Filled With Natural Sunlight and Is An Entertainers' Delight, With Open Concept Kitchen, Family Room and Fully Private Living Room With a Clear View of The Front Yard. Walk-Out Straight to the Deck, A Combination

Morningside & Lawrence Ave E Nestled in a vibrant and family-friendly neighbourhood, this charming home exudes timeless character and warmth. The exterior boasts a classic brick facade, complemented by well kept landscaping that demonstrates a well loved home. Inside, you'll find beautifully

Avenue Rd. and Glencairn Ave. This classic centre hall home is situated on a 50' x 174' pool sized lot, offering over 4,217 sq. ft. of total living space, and is located in the highly sought after Lytton Park community. A family home with an abundance of natural light, an addition with main

mount pleasant/St Clair "Moore Park" EXTENSIVELY RENOVATED UPGRADED FROM TOP TO BOTTOM WITH EXQUISITE DESIGN,DETAIL & HIGH END MATERIAL CENTER HALL HOME situated on a peaceful cul-de-sac in the heart of Moore Park.This Residence combines Transitional Renovation with Classic Elegance,Brand New

Roxborough/Mount Pleasant An idyllic setting in the most sought-after part of Rosedale overlooking parkland & widening to 85' across the exclusive Chestnut Pk ravine, this captivating, almost 8,000 sf classic is poised on a magically lamp-lit street adjacent to Yonge. Superb craftmanship, impeccable

Eglinton Ave W & Spadina Rd Welcome to 230 Dunvegan Road, a captivating Georgian masterpiece in prestigious Forest Hill. This meticulously renovated residence masterfully combines classic sophistication with contemporary luxury. Upon entering, you are welcomed by the grandeur of the Georgian

Dufferin St & Lawrence Ave W A rare chance to own a premium corner lot in the sought-after Yorkdale/Glen Park neighborhood! Perfectly positioned across from Dane Park, this exceptional property offers endless possibilities, move in and enjoy, expand, serverance, investment property or build

Keele and Bloor Charming High Park Semi-Detached Home with Endless PotentialWelcome to this spacious and well-maintained 2-storey semi-detached home in the highly sought-after High Park neighborhood. Located on a family-friendly street, this legal duplex, with a separate entrance, offers flexibilityeasily

Lawrence & E.Of Mt Pleasant An Exceptional, Newly Built Residence Featuring State-Of-The-Art Design And Luxurious Upscale Finishes. Builders Own Creation. Located In The Highly Prestigious Lawrence Park Enclave And Crafted By Renowned Architect Peter Higgins. Approximately 8,000 SqFt Of Living

York Mills/Bayview What Everybody Wants! Large Home, South Lot Which Pies Out to 92' Rear Yard Width, On 6-Home Cul-De-Sac. Located In The Coveted Windfields-St. Andrew-York Mills Neighbourhood. Custom Built Residence. Over 8,300 Sq. Ft. Of Opulent, Living Area. 10Ft Ceiling On Main. Finest

Oakwood/ Eglinton Discover a rare opportunity to own a charming, all-brick detached home in Toronto's sought-after Oakwood neighborhood complete with legal parking, a true rarity in the area. Move in and enjoy as-is or bring your vision to life and make it your own as so many neighbours have!

Lawrence/Bayview Unmatched Luxury In Esteemed South Bridle Path. An Exquisite 5+1-Bedroom Family Residence Masterfully Built To The Highest Standards Of Craftsmanship. Outstanding Forested Property In Prestigious Enclave Bordering Sunnybrook Grounds. Interior Design Merges Classic Elegance

Gerrard St E & Sherbourne St Welcome to 234 Seaton St, a stunning historic gem built in 1882, now beautifully restored to combine timeless elegance with modern comforts. Located in a picturesque tree-lined neighborhood, this legal triplex is not only a piece of history but also offers potential

Spadina Rd./St Clair Welcome to 11 Shorncliffe Ave, a magnificent and completely renovated residence situated on a coveted 45 x 155 south-facing lot, nestled in the tranquil heart of Forest Hill. Boasting over 5,500 square feet of thoughtfully designed living space, this home masterfully combines

Port Union Rd & Lawrence Ave E OFFERS ANYTIME! This is "the one"! A beautiful home situated on a picturesque lot that backs onto a ravine in the prestigious Port Union community, treasured by one family for many years! Coming home is a joy as you drive down this quiet, tree-lined crescent

Danforth/Jones Here It is !!! Once In A Generation Special For Anyone Seeking Perfection. A Combination Of Classic And Contemporary. A Two Family Home In The Historic And Sought After " The Pocket " Neighborhood Of Riverdale. Live In One Unit And Rent Out The Other. Approx. Rental Income

Russell Hill Rd / St Clair Ave Situated in one of Toronto's most sought-after neighborhoods, this custom-built, three-story home offers over 6,700 sqft of luxurious living space thoughtfully designed for family living. With six bedrooms and seven bathrooms, this residence seamlessly blends

Bloor St W/Royal York Rd Exuding sophistication and timeless charm, this meticulously designed and cared for custom-built Tudor-style Sunnylea home is a testament to exquisite craftsmanship and thoughtful design. Conceived by the renowned Peter Marzynski of PhD Design Inc., in collaboration

Mill Rd & Markland Dr Nestled on a private Court in prime Markland Wood, this architecturally significant residence, designed by renowned Architect George Buchan, is a testament to modernism, drawing on inspiration from Frank Lloyd Wright's iconic Spiral House. The home seamlessly blends cutting-edge

Kingston Rd/Highland Creek Overpass Demand Highland Creek Village - This incredible family home is ready for a new family, for the first time since 1970. This beautifully maintained and updated home within walking distance to Highland Creek Village shops and amenities, is on one of the most

Bloor & Neilson Welcome to this stunning 4-bedroom family home in the coveted Markland Wood neighbourhood! This classic 2-storey brick dwelling boasts a modern eat-in kitchen with quartz counters, stainless steel appliances and walk-out to a private rear garden. The formal living and dining

Baby Point Rd & Humbercrest Blvd First time available after 60 years! A truly exceptional opportunity! Timeless Charm on a Prime Corner Lot in Old Millside. Offered for the first time in 60 years, this lovingly maintained 1 1/2 storey home is a rare find. Built in 1936 with solid brick construction,

Bathurst St/Finch Ave Stunning Custom Built 4+1 Bdrm Home Nestled in Prestigious Willowdale West Neighborhood. Exceptionally Sophisticated & Elegant Details Throughout. Spacious & Practical Layout With Over 3500 Sf Above Grade(Per Mpac) Plus Luxuriously Finished Basement. Foyer w Double-Height

St. Clair & Mt Pleasant Step inside this sophisticated and welcoming classic Moore Park home, perfectly situated on a coveted southwest corner lot at the edge of a peaceful cul-de-sac. A six-bedroom center-hall plan, this home is an artful blend of restoration and renovation. Lovingly curated,

The Queensway Welcome To 18 Glendale Ave, A Spacious And Inviting Detached Home Nestled In Desireable Roncesvalles. This classic 2-Story Residence Features 4 Generous Bedrooms and 9 Foot Ceilings on Main Floor. Located Near Vibrant Shops, Cozy Cafes, And Excellent Schools, This Property Is

Kipling Ave / Bloor St West Your Dream Home Awaits at 3908 Bloor St West! Tucked into Etobicoke lively Islington-City Centre West, this charming bungalow is more than a house its your ticket to a vibrant lifestyle. Sitting on a practical 40x140 ft lot with room for a garden or cozy sitting

Scarlet Rd North of St Clair Charming 2 Bedroom Bungalow for Sale. Welcome to your dream home! This delightful 2 bedroom bungalow combines classic charm with modern amenities, perfect for cozy living. Nestled in a peaceful neighbourhood. Key Features: Spacious Interiors: Enjoy an open-concept

Runnymede/Dundas Nestled on a quiet, tree-lined street in the highly sought-after Bloor West Village, this charming 1920s home offers a rare opportunity in one of Toronto's most desirable neighbourhood. With its original hardwood floors, vintage mouldings, and a welcoming front porch, it exudes

Prince Edward Dr S / Bloor St Coveted Prime "Sunnylea" Thrilled to represent this classic Mid Century Modern bungalow that has not been to market since 1956. Sundrenched living room with a focal stone fireplace. Dining room wal out to large deck overlooking the park=like backyard. Eat in

Bayview Ave / South Of Arjay Cres Some homes are measured in square footage others by the lifestyle they offer. 23 Bayview Ridge is one of those rare estates that go beyond numbers, delivering a level of luxury and prestige that is truly unmatched. Set on 1.25 acres, (110.38 x 506.04 Feet)

Keele St and Finch Ave W Parkside Perfection! Set on a generous lot overlooking the landscaped greenery of Sentinel Park, this solid 3+1 bedroom bungalow is ready for its next chapter. Home to the same family for five decades, it has been lovingly maintained and updated while retaining its

Bayview & Sheppard Best location in the in the heart of Bayview Village*Quiet non-thru traffic street*Meticulously maintained by the original owners*Classic centre hall with separate living and dining rooms, kitchen with breakfast area and walk out to patio and gardens, 4 bedrooms, 4 bathrooms,

S.York Mills Rd/W.Bayview Ave ****Pride Of Ownership****Enjoy Upscale Lifestyle****Spectacular/L-U-X-U-R-I-O-U-S Custom-Built Hm with Lavish Features**Architectural Details-Elegance At Its Finest & Incredible First Impression(Shows Amazingly-Beautifully)------Elegant, Stone/Brick Exterior &

E.Willowdale Ave/Empress Ave ***Top-Ranked Schools:Hollywood PS/Earl Haig SS School Area***Pride of Ownershop**S-T-U-N-N-I-N-G/Elegant---Happy Vibe 5-Bedrms Custom-Built Home in Desirable/Highly-Demand Willowdale East Neighbourhood***Gorgeous/Timeless Flr Plan with Abundant Natural Sunlights

Martin Ggrove Rd & Rexdale Blvd. Pride of ownership and attention to detail show! This stunning detached bungalow offers a perfect mix of contemporary and classic. Sitting on a 45 x 123 ft lot in the prime West Humber-Clairville neighbourhood, close to a wide selection of amenities, shops,