Toronto C02 Homes with 100+ Approx Age

Colliers Private Capital Investment Group is pleased to present 34 Madison Avenue, an 8,048 SF purpose-built childcare facility situated in The Annex, one of Toronto's most affluent and highly sought-after neighbourhoods. The Property is leased to a well-established Toronto-based childcare operator on a 10-year initial term, providing a secure and growing income stream with minimal landlord responsibilities. The Property benefits from a 98-child licensed capacity and has undergone a comprehensive renovation, including structural improvements, handicapped washrooms, sprinkler installation, new lighting, electrical and HVAC systems, plumbing upgrades, washroom additions, and the conversion of the former parking area into an outdoor play space. Situated on a 6,340 SF lot with 50 feet of frontage along Madison Avenue, the property is steps from Bloor Street West, the University of Toronto, and Spadina subway station. With a strong demand-supply imbalance, significant barriers to new childcare facility development, a defensive income profile and long-term cash flow with annual escalations, 34 Madison Avenue represents a rare opportunity to acquire a stabilized, single-tenant asset with contractual rental growth in a premier downtown location.

34 Madison Avenue, Toronto

$1

7 Baths ⋅ C13614310 MLS

Colliers Private Capital Investment Group is pleased to present 34 Madison Avenue, an 8,048 SF purpose-built childcare facility situated in The Annex, one of Toronto's most affluent and highly sought-after neighbourhoods. The Property is leased to a well-established Toronto-based childcare operator on a 10-year initial term, providing a secure and growing income stream with minimal landlord responsibilities. The Property benefits from a 98-child licensed capacity and has undergone a comprehensive renovation, including structural improvements, handicapped washrooms, sprinkler installation, new lighting, electrical and HVAC systems, plumbing upgrades, washroom additions, and the conversion of the former parking area into an outdoor play space. Situated on a 6,340 SF lot with 50 feet of frontage along Madison Avenue, the property is steps from Bloor Street West, the University of Toronto, and Spadina subway station. With a strong demand-supply imbalance, significant barriers to new childcare facility development, a defensive income profile and long-term cash flow with annual escalations, 34 Madison Avenue represents a rare opportunity to acquire a stabilized, single-tenant asset with contractual rental growth in a premier downtown location.

34 Madison Avenue, Toronto

$2,598,000

5 Beds ⋅ 4 Baths ⋅ C13592300 MLS

Welcome to Summerhill! This beloved family home exemplifies everything Summerhill has to offer. 4+1 bedrooms, finished basement with walkout, across the street from top ranked Cottingham Public School and direct private access to coveted Cottingham Tennis Club. Bright spaces for family meals, play areas, and a library perfect for homework or a home office. With plenty of room to spread out, this home has been designed to accommodate the busiest of family schedules with ease and comfort, all within minutes of bustling Yonge Street in Rosedale.

113 Cottingham Street, Toronto

$3,300,000

5 Beds ⋅ 4 Baths ⋅ C13549154 MLS

Welcome to 509 Christie Street, a fully renovated Wychwood residence offering an exceptional blend of timeless character, modern luxury, and rare versatility. Set on a magnificent lot just steps from Wychwood Park, Wychwood Barns, the farmers' market, and vibrant St. Clair West, this beautifully updated 3+2 bedroom home is designed for family living, entertaining, and work-from-home flexibility. Natural light flows throughout the home, where 9 foot ceilings, high-end finishes, elegant principal rooms, and thoughtful design create a warm yet sophisticated atmosphere. The main level features inviting living and dining spaces, a beautifully renovated kitchen, a den and seamless access to a private backyard, an impressive outdoor setting ideal for gatherings, quiet retreat, or everyday enjoyment. The upper levels offer generous bedroom spaces, including a third-floor retreat with excellent flexibility for a primary suite, family room, office, or additional bedroom. The finished lower level provides two additional bedrooms and valuable living space, ideal for extended family, guests, or a nanny/in-law setup. Adding to the property's rare offering is a separate coach house, creating outstanding potential for a private workspace, studio, guest accommodations, or additional lifestyle flexibility. With three parking spots, premium finishes throughout, and a coveted location in one of Toronto's most established west-end communities, 509 Christie Street is a remarkable opportunity in the heart of Wychwood. Located within the highly regarded Hillcrest Community School district and moments to parks, shops, transit, cafes, and neighbourhood amenities, this is a truly special home; fully renovated, beautifully situated, and ready for its next chapter.

509 Christie Street, Toronto

$1,299,000

3 Beds ⋅ 3 Baths ⋅ C13538050 MLS

Rarely available Prime Seaton Village Semi! This charmingly original family home offers the perfect blend of urban convenience and neighborhood warmth in the heart of The Annex. The property features a 3 fully self-contained suites ideal for rental income or extended-family. Complete with a detached garage and spacious backyard, you are just steps away from the Loblaws, TTC, local shops, parks, and restaurants. All fixtures and chattels are in "as is" condition and property is ready for a full renovation to the buyer's tastes!

636 Clinton Street, Toronto

$1,749,000

5 Beds ⋅ 2 Baths ⋅ C13451946 MLS

A rare offering on one of Regal Heights' most admired streets, this character-filled family home occupies a prominent corner lot and offers an exceptional combination of space, flexibility, and timeless charm. Lovingly maintained and thoughtfully updated, it presents a unique opportunity in one of the city's most sought-after neighbourhoods.Set behind beautifully landscaped perennial gardens and a fully fenced yard, the home welcomes with a gracious front porch and an inviting main floor featuring an airy open-concept layout. Original architectural details, including leaded glass windows, exposed wood ceiling beams, elegant mouldings, and a wood-burning fireplace, are complemented by expansive picture windows overlooking the front and rear gardens.The renovated kitchen is designed for both everyday living and entertaining, with heated slate floors, granite counters and island, and professional-grade appliances including a Wolf gas range.Offering remarkable versatility, the home easily adapts to changing family needs. A separate home office with a private entrance is ideal for working from home and could also serve as a nanny, guest, or in-law suite. The second floor features four generously sized bedrooms, including one with a walk-out to a large sun-filled deck-perfect for morning coffee, container gardening, or additional outdoor play space. A renovated four-piece bath completes this level.Occupying the entire third floor, the private primary retreat is flooded with natural light from four skylights and provides a peaceful escape from the bustle of daily life.The lower level offers a spacious family room with at-grade windows and a walk-out to the two-car garage and garden beyond. Rich in character and offering exceptional adaptability, this is a home that will grow and evolve with its next owners. Excellent schools, parks, shops, restaurants, and transit are all just steps away.

4 Biggar Avenue, Toronto

$1,799,000

6 Beds ⋅ 3 Baths ⋅ C13437452 MLS

27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & Davenport. Welcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value in this century brick home. The home features a shared driveway with parking for two vehicles a true bonus for this location. All units are vacant, The upper two units have been freshly updated with new flooring, paint, and modern lighting, and are move-in ready or easily rentable. Each upper level enjoys its own private porch, and both feature wood-burning fireplaces, adding warmth and character that tenants and homeowners love.The upper unit also includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreat.The basement in-law suite can be used to provide immediate income from day one. Laundry and utilities are shared, keeping operations straightforward. From a future-planning perspective, the options here are compelling: Keep the current duplex configuration with basement suite,Restore to a stunning single-family home (all stairways are intact),Upgrade or reposition the property to maximize its potential An initial zoning review by Property Pathways indicates potential 6-plex compliance (buyers to confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside.All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture.Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.

27 Hillsboro Avenue, Toronto

$4,250,000

3 Beds ⋅ 4 Baths ⋅ C13208354 MLS

In the heart of prestigious Summerhill, on the coveted south side of one of midtown TO's most admired streets, this magazine-worthy 3+1 BR residence evokes timeless glamour & an exciting polished sophistication. Meticulously reimagined through a top-tier 2025/26 reno, this is a masterful balance of 1890 history with elevated contemporary luxury, resulting in a residence of outstanding beauty, comfort & functionality. Behind its impressive curb appeal & exquisitely composed façade lies a home defined by exceptional craftsmanship & bespoke detailing. Soaring clgs up to 10', custom millwork, architectural lighting & magnificent walls of tall windows create a luminous interior where every room feels both grand & inviting. The scale is remarkable, with an epic fam rm (10' clg) & all 3500+ SF is designed for smart entertaining & luxurious daily living. A new vestibule introduces interiors of rare sophistication, leading to a spectacularly proportioned LR & an elegant DR, easily seating 10 for intimate dinners or larger gatherings. At its heart, the exceptional chef's kit seamlessly integrates beauty & utility, opening to a sun-filled south-facing fam rm with custom bar area - a magical space for relaxed living & entertaining alike. A pantry, multiple stg closets & a chic 2 pc complete the main level with impeccable practicality. Upstairs, the king-size sumptuous primary retreat is a sanctuary of calm & refinement, framed by a dramatic south window wall & complemented by extensive custom closets & a luxe spa ensuite. The two extra BR's - one currently styled as a Sit Rm/Home Ofc, feature extensive walls of built-ins/custom closets, underscoring the home's thoughtful design & versatility. The lower continues the same elevated aesthetic with with impressive ceiling hgts, a full bath, and sauna and steam shower, 2 lau, abundant stg & a superb multi-purpose rm for a large 4th BR/guest suite, gym or exec home ofc. Easy Pkg for 2 large SUV's.

47 Walker Avenue, Toronto

$3,999,000

5 Beds ⋅ 5 Baths ⋅ C13176712 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

$3,750,000

C13144392 MLS

Rare opportunity in Forest Hill South to own a substantial residence offering both exceptional living space and income-generating flexibility. Situated on a quiet residential street just steps to Forest Hill Village, this property provides a unique blend of lifestyle and long-term value.Currently configured as a legal five-unit residence and fully tenanted, the property offers strong in-place income together with exceptional future flexibility. The main residence offers a house-like experience with generous principal rooms, multiple bedrooms, and direct access to a private landscaped backyard. Thoughtfully laid out, it is ideal for those seeking space, privacy, and the character of a classic Forest Hill home.Several units have been recently renovated, contributing to strong in-place income and overall quality throughout the property. In addition to the principal residence, the property includes several self-contained suites, providing the opportunity to generate supplementary income or accommodate a variety of ownership objectives.The property has also undergone extensive capital improvements to mechanical systems, including comprehensive rewiring, copper plumbing upgrades, replacement windows, and numerous custom finish details throughout the main and lower levels.Ideally located near top-ranked schools, parks, transit, and the shops and restaurants of Forest Hill Village.Property is currently fully tenanted and generating rental income. Some images may be virtually staged.

18 Shorncliffe Avenue, Toronto

$849,000

3 Beds ⋅ 2 Baths ⋅ C13138210 MLS

ENTER VIA SIDEDOOR ***PLEASE TAKE MUCH CARE WHEN USING ALL STAIRS***THIS HOME MAY HAVE ZONING THAT ALLOWS FOR A 3RD FLOOR***

53 Arlington Avenue N, Toronto

$3,480,000

3 Beds ⋅ 5 Baths ⋅ C13124456 MLS

Welcome to 33 Tranby Avenue - a Walker's Paradise in the heart of the Annex. Steps to Yorkville's shops, restaurants and cafés, U of T, Hospital Row and two subway lines, this transitional residence delivers the highest level of finishings with a warmth that makes it a true home. 3 bedrooms, 4.5 bathrooms designed for the way professionals and families actually live. A complete renovation by GES Contracting with interiors by Wise Nadel - a fully renovated chef's kitchen, spa-inspired bathrooms, and integrated Sonos sound In Built In Speakers throughout. The garden has been reimagined by AHS Landscaping into a private outdoor sanctuary featuring a gourmet outdoor kitchen, alfresco dining area, and firepit lounge for cooler evenings. Professional irrigation and architectural outdoor lighting extend the living space into the trees. Lock-and-leave ease meets entertainer's dream - the rare downtown home delivering walkability, design, and outdoor living in one address. Private viewings by appointment. Great Options for parking, whether its street parking or renting near by underground.

33 Tranby Avenue, Toronto

Toronto C02 Homes with 100+ Approx Age

Newest Toronto C02 Homes with 100+ Approx Age