Toronto C02 Homes with 100+ Approx Age

Built circa 1908, 63 Lonsdale Road-one of the original Lonsdale Road Cottages-is a rare piece of Toronto's architectural heritage in the heart of Deer Park. This charming one-and-a-half-storey residence showcases distinctive Second Empire elements, including a mansard roof, round dormer windows, and a welcoming gabled-roof porch, complemented by a later west-side addition with an attached tandem two-car garage and direct access to the home. Set on an exceptional 50-by-150-foot lot, the property is surrounded by beautifully manicured mature gardens, offering a private and tranquil urban retreat. Inside, the surprisingly spacious home features large windows on each side of the house, including several bay windows filling the rooms with natural light. The main floor includes an inviting foyer and central hall, generous living room with fireplace and built-in bookcases, den with built-ins, formal dining room, kitchen, powder room, and mudroom with direct access to the flagstone patio and rear garden. Upstairs, the Principal bedroom offers a four-piece ensuite and adjoining dressing room with built-in storage, along with two additional bedrooms-one with its own fireplace-and a second four-piece bathroom. With its remarkable history, exceptional lot, mature gardens, and timeless architectural character, 63 Lonsdale Road is a truly rare offering in one of Toronto's most established neighbourhoods.

63 Lonsdale Road, Toronto

$1,099,000

3 Beds ⋅ 2 Baths ⋅ C13793696 MLS

Rarely does a detached property offer this much space, light, and possibility in the heart of Seaton Village! Loved by the same family for decades, this exceptional home sits proudly on a deep lot, thoughtfully set back from the street for added privacy and an impressive presence. Inside, two sizable open-concept main-floor living areas lend themselves beautifully to modern lifestyle and entertaining. Discover well-sized and proportioned bedroom sizes, a massive kitchen ready for a remodel, and a basement space already set-up with a 3-piece bathroom and separate entrance, ideal for extended family or potential additional income. The home's generous setback and substantial lot dimensions also present intriguing possibilities for future expansion, whether extending toward the front or rear or exploring additional vertical living space. Nearby laneway builds further suggest the exciting possibility of creating your own custom laneway home. Outside, enjoy a generous backyard and large detached 2-car block garage. Enjoy unmatched neighbourhood convenience. You're perfectly positioned between Vermont Square Park, excellent schools, the subway, and beloved local grocers including Fiesta Farms, Farm Boy and Loblaws. Homes offering this combination of footprint, lot depth, flexibility and Seaton Village location rarely come to market.

912 Manning Avenue, Toronto

$999,000

3 Beds ⋅ 2 Baths ⋅ C13791172 MLS

Welcome to 791 Manning Avenue, a classic red-brick row house in the heart of Seaton Village. Tucked along a quiet residential street with minimal through traffic, this home offers character, flexible living space, and an opportunity to make it your own. Hardwood floors run through the main living and dining areas, while the kitchen walks out to a private backyard ideal for entertaining, gardening, and relaxing. Upstairs are 3 bedrooms and a 4-piece bath, while the lower level features additional living space, a second 4-piece bath, laundry, storage, and a convenient rear walkout. A covered laneway garage provides secure parking and extra storage. Steps to Fiesta Farms, parks, coveted schools, cafés, independent shops, and transit, 791 Manning Avenue is a great opportunity to enjoy community, walkability, and urban convenience in one of Toronto's most sought-after neighbourhoods.

791 Manning Avenue, Toronto

$1,898,997

6 Beds ⋅ 3 Baths ⋅ C13768738 MLS

Old Toronto character. Modern updates. City views. A double-car garage. And a neighborhood you'll love coming home to. Welcome to Regal Heights, where your next home sits elevated above one of the area's coveted tree-lined streets. Showcasing 4 spacious bedrooms and 3 bathrooms, this detached home beautifully blends original charm with thoughtful updates throughout. Rich hardwood floors, stained glass window details, and warm architectural elements create an inviting interior with unmistakable Toronto charm. An updated kitchen connects the main level, flowing seamlessly from the living and dining rooms into the bright, newly added family room. Heated floors in the family room, kitchen, and powder rooms add an unexpected touch of comfort. Step outside to enjoy elevated city views from the rear deck, overlooking the rare double-car detached stone garage. The separate entrance offers excellent flexibility, whether for additional income potential, extended family, or convenient access from the fully fenced yard. The lower level extends the living space with two additional bedrooms, a kitchen, and laundry, providing versatility for a growing family or income unit. Nestled among mature trees on a quiet, winding street, this neighborhood gem offers the best of both worlds: a peaceful, established community with easy access to schools, parks, public transit, shops, and the downtown core. Don't miss your chance to get into this 'Regal' community!

35 Regal Road, Toronto

$1,600,000

5 Beds ⋅ 3 Baths ⋅ C13765214 MLS

Rare opportunity on one of the Annex's most desirable, family-friendly streets - a quiet single-block stretch of Howland Avenue - this classic red-brick home blends timeless character with exceptional urban convenience at the base of historic Davenport Escarpment. Step past the lush, shaded front porch into an inviting sanctuary offering impressive space, flexible functionality, and endless potential as a single-family retreat. The expansive open-concept main floor features a seamless living and dining area highlighted by a stunning stained glass transom, alongside an updated kitchen with a cozy sitting area that steps down to a recently landscaped, deep, and serene backyard tailored for weekend gatherings and quiet relaxation. The second level hosts a spacious primary bedroom with a private balcony, plus a versatile second bedroom or study featuring its own private outdoor deck. Up on the top floor, you will find two additional large, light-filled bedrooms, a two-piece bathroom, and a convenient upper-level laundry room. Adding incredible versatility, the functional lower level offers a separate entrance, making it ideal for a rec room and a fifth bedroom or guest suite. Located in the heart of Toronto's iconic Annex neighborhood, this character-filled sanctuary offers rare urban tranquility just steps to top-rated schools, parks, transit, and fine dining. Quiet family living with to-tier urban convenience.

356 Howland Avenue, Toronto

$3,649,000

5 Beds ⋅ 5 Baths ⋅ C13753636 MLS

Originally Built In 1909 And Beautifully Reimagined, This Exceptional 2 1/2-storey Residence Sits On A Rare 40' x 173' Pool Sized Lot And Offers Just Under 4,400 sq Ft Of Refined Living Space. Timeless Architectural Charm Blends Seamlessly With Sophisticated Modern Design Through A Stunning Custom Addition Created For Luxurious Family Living And Elegant Entertaining. A Gracious Living Room With A Statement Fireplace Flows Effortlessly Into The Expansive Open-Concept Dining Area. The Custom Chef's Kitchen Is A True Showpiece, Featuring Vaulted Ceilings, Three Skylights, Premium Built-In Appliances, Coffee Bar, A Large Centre Island, And A Sun-Filled Breakfast Area Overlooking The Gardens. Walk Out To An Expansive Custom Deck Made Of Ipe That Is Known For It's Superior Durability And Hardness. Enjoy A Private Landscaped Oasis Surrounded By Mature Trees And Lush Greenery. The Second Level Features A Luxurious Primary Retreat Complete With A Spacious Bedroom, Sitting Room Or Home Office, Walk-In Closet, And Spa-Inspired 5-Piece Ensuite. Additional Generously Sized Bedrooms And Beautifully Appointed Bathrooms Provide Exceptional Comfort For Family And Guests. The Third-Floor Loft Offers A Private Escape With Charming Dormer Windows And Its Own 4-Piece Ensuite-Ideal As A Guest Suite, Office, Or Lounge. The Walk-Out Lower Level Opens Directly To The Gardens And Includes A Full Kitchen, Full Bath, And Private Entrance, Making It Ideal For A Nanny Or In-Law Suite. Situated In One Of The City's Most Prestigious Neighbourhoods And Close To Top-Tier Private Schools Including Bishop Strachan School and Upper Canada College. This Home, Steeped In History, Has Been Home To Several Notable Torontonians And Offers Luxury, Privacy, And Convenience In Equal Measure.

70 Oriole Road, Toronto

$4,498,000

6 Beds ⋅ 4 Baths ⋅ C13752540 MLS

Renovate and restore this original home, or start fresh with a new custom build. The generous 50' frontage and 150' depth, prime South Hill location, and south-facing backyard make this a compelling site for a discerning buyer, renovator, or builder. Set on a coveted 50 x 150' lot on one of South Hill's best blocks, this three-storey home offers five bedrooms and four bathrooms in original condition - a rare opportunity on an exceptional footprint. Open House Tuesday September 15th 11.30 to 1.00

219 Balmoral Avenue, Toronto

$2,599,000

4 Beds ⋅ 3 Baths ⋅ C13731184 MLS

A true gem in the heart of Yorkville! Ideally positioned for both residential and commercial use. Currently being used as a single-family home, the main floor living and dining area are open concept with a powder room, galley kitchen and breakfast bar leading to a private back deck and garden. A large and bright full bathroom serves the four bedrooms on the second and third floor. Hardwood and neutral tones throughout provide a clean slate for imagination and creativity. The separate basement can be used as an apartment for additional income or as a space for guests or storage. Literal steps away from luxury retail, dining and hotels, The ROM, Koerner Hall, UofT, N/S/E/W subway connections plus the energy and appeal of one of the city's most coveted neighbourhoods. Zoned for both residential and commercial uses, this perfectly situated blank canvas is your ideal entry point to all that Yorkville has to offer. Check out our virtual tour!

107A Scollard Street, Toronto

$1,699,000

2 Beds ⋅ 2 Baths ⋅ C13719218 MLS

Welcome to this beautifully maintained property ideally situated at Davenport & Dupont, in the sought-after Yorkville Annex neighbourhood. Offering 4 spacious offices/rooms and 2 bathrooms, plus a fully finished basement, this fully serviced property is move-in ready for a wide range of business uses. Zoned EL, this rare and coveted designation allows exceptional flexibility for owner-users and investors alike, supporting a wide variety of commercial and institutional applications. Whether you're looking to establish a professional office, a boutique service business, or another EL-permitted use, this property delivers the versatility today's buyers demand. Enjoy a private, walk-out rear-facing balcony - a rare outdoor retreat in this vibrant, walkable pocket of the city. Just steps from the eclectic shops, cafés, and restaurants that make the Annex and Yorkville area so desirable, this location offers unbeatable convenience for staff, clients, and visitors. Adding to the long-term upside, the property sits directly adjacent to the upcoming ANX development - a major project set to bring endless foot traffic and increased visibility to the area for years to come. This is a fantastic opportunity to secure a well-located commercial property in one of the city's most established and continually evolving neighbourhoods.

348 Dupont Street, Toronto

$1,699,000

2 Baths ⋅ C13704862 MLS

Welcome to this beautifully maintained property ideally situated at Davenport & Dupont, in the sought-after Yorkville Annex neighbourhood. Offering 4 spacious offices/rooms and 2 bathrooms, plus a fully finished basement, this fully serviced property is move-in ready for a wide range of business uses. Zoned EL, this rare and coveted designation allows exceptional flexibility for owner-users and investors alike, supporting a wide variety of commercial and institutional applications. Whether you're looking to establish a professional office, a boutique service business, or another EL-permitted use, this property delivers the versatility today's buyers demand. Enjoy a private, walk-out rear-facing balcony - a rare outdoor retreat in this vibrant, walkable pocket of the city. Just steps from the eclectic shops, cafés, and restaurants that make the Annex and Yorkville area so desirable, this location offers unbeatable convenience for staff, clients, and visitors. Adding to the long-term upside, the property sits directly adjacent to the upcoming ANX development - a major project set to bring endless foot traffic and increased visibility to the area for years to come. This is a fantastic opportunity to secure a well-located commercial property in one of the city's most established and continually evolving neighbourhoods.

348 Dupont Street, Toronto

$1,385,000

5 Beds ⋅ 2 Baths ⋅ C13679236 MLS

Welcome to this spacious Century Semi Detached Home featuring 5 bedrooms in the highly sought-after Wychwood neighborhood, lovingly maintained by the same family for over 60 years. Offering exceptional space, versatility, character and charm, this home features high ceilings, original hardwood floors, a main floor Primary bedroom and a walkout to the yard. The 2nd level includes a full kitchen and a 4-piece bathroom, providing excellent potential for extended family living or a flexible living arrangement. The basement offers even more possibilities with a separate entrance, 2 spacious rooms, a kitchen rough in, a 4 piece bathroom, laundry area and a large cantina/cold cellar, ideal for future income potential. Outside, enjoy the convenience of a wide rear laneway a with gated rear parking and a private backyard. located in one of a Toronto's most desirable neighborhoods, close to parks, schools, public transit, and all amenities Wychwood has to offer.- This is a rare opportunity to own a well loved family home with endless potential.

43 Marchmount Road, Toronto

$1,788,000

6 Beds ⋅ 3 Baths ⋅ C13632422 MLS

Exceptional Detached Residence In Wychwood/Regal Heights. This Character-Filled Property Offers Outstanding Versatility For Families, Investors, Or Those Seeking A Live-In Income Opportunity. Configured As A Triplex Yet Easily Adaptable To A Spacious Single-Family Home, It Delivers Endless Potential In One Of Toronto's Most Desirable Neighbourhoods. 5 Bedrooms, 3 kitchens, 3 Bathrooms. Timeless Architectural Details Include Hardwood Floors, Stained Glass Windows, Crown Moulding, Rich Wood Trim, Decorative Ceilings, Wainscoting, Pocket Doors, And Two Wood-Burning Fireplaces. Bright, Generous Principal Rooms Create A Warm And Inviting Atmosphere, While The Main Floor Large Eat-In Kitchen Overlooks The Private East-Facing Backyard, Providing Plenty Of Space For Outdoor Entertaining Or Gardening. The Upper Levels Feature Multiple Bedrooms, Full Bathrooms, Kitchens, And Comfortable Living Areas, Offering Excellent Flexibility For Extended Family Living Or Rental Income. The Lower Level Includes A Separate Entrance, Additional Bedroom, 3-Piece Bathroom, Storage, And Excellent Potential For An In-Law Suite, Guest Accommodation, Or Future Income Unit. All Levels Have Tons Of Windows For An Abundance Of Natural Light. Additional Features Include A New Radiant Heating System, Detached Single-Car Garage, And Plenty Of Storage Throughout. Located On A Quiet, Tree-Lined Street Just Steps To St. Clair West's Popular Restaurants, Cafés, Boutique Shopping, Parks, Schools, Recreation Facilities, TTC Transit, And The Eglinton LRT. An Outstanding Opportunity To Own A Landmark Home Offering Character, Flexibility, Income Potential, And Long-Term Value.

67 Oakwood Avenue, Toronto

Toronto C02 Homes with 100+ Approx Age

Newest Toronto C02 Homes with 100+ Approx Age