137 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13225368
29 Maxwell Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13583084
690 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13502980
63 St Clements Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13561742
264 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13430454
108 Imperial Street in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13531890
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538 Duplex Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13198790
308 Oriole Parkway in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13430450
209 St Clements Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13545560
33 Castlefield Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13421790
98 Roselawn Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13428560
77 Montgomery Avenue in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C13572180
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Yonge & Eglinton Houses for Sale
We’ve brought together all current Yonge & Eglinton house listings in the neighbourhood, making it easy to see what’s available right now.
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$3,495,000
Residential Freehold
Two Large Units in a Prime Location! Welcome to this stunning, fully renovated duplex in the highly sought-after Chaplin Estates. This impressive property features two spacious units: a main floor plus basement unit totaling 2,268 sq.ft. with 3+1 bedrooms and 3 bathrooms; Additionally a massive 2,403 sq.ft. 3-bedroom, 3-bathroom suite spanning the second and third floors. The main floor suite offers ample living and dining spaces, perfect for comfortable family living. The basement features a large rec room, a 4-piece bathroom, plus a bedroom with a 2-piece ensuite, providing versatile living options. The upper two floors house an expansive suite that blends luxury and functionality. Enjoy a massive living room and formal dining area filled with natural light, along with a generous family room, private den, and separate home office. A gorgeous terrace off the family room offers a peaceful outdoor retreat in the city. This suite has been extensively renovated with premium finishes, modern fixtures, and top-tier appliances throughout, combining elegance and practicality.Located just moments from the new LRT subway station, this duplex offers unparalleled convenience for commuting, along with easy access to trendy restaurants, boutique shops, public transit, and TTC options. Chaplin Estates is renowned for its tree-lined streets, community charm, parks, and excellent public and private schools, making this property ideal as a family home or a savvy investment. Additional features include separate utilities, large windows providing abundant natural light, tasteful neutral decor, and comprehensive infrastructure upgrades that ensure comfort and safety year-round. Offering versatility, generous space, and a prime location, this duplex is perfect for living in one unit while renting the other, multigenerational families, or investors seeking a high-demand neighbourhood. Don't miss this rare opportunity to own a beautifully renovated duplex in Chaplin Estates. Welcome home! More details
Listed by ROYAL LEPAGE/J & D DIVISION
OPEN HOUSE: Jul 23, 2026
05:00 PM
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07:00 PM
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Open House on Thursday, July 23, 2026 5:00PM - 7:00PM
OPEN HOUSE: Jul 25, 2026
02:00 PM
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04:00 PM
EDT
Open House on Saturday, July 25, 2026 2:00PM - 4:00PM
OPEN HOUSE: Jul 26, 2026
02:00 PM
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04:00 PM
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Open House on Sunday, July 26, 2026 2:00PM - 4:00PM
$3,195,000
Residential Freehold
Set on a quiet, family-friendly street in Chaplin Estates, 29 Maxwell Avenue is a move-in-ready four-bedroom newer home that blends classic character with modern comfort, all in one of midtown Toronto's most loved neighbourhoods. Inside, a bright foyer with two closets offers a warm welcome. Natural light fills the living room and flows into the dining room, where a handy butler door to the kitchen makes hosting dinners with family and friends a breeze. The kitchen sits at the heart of the main floor, with quality appliances, custom cabinets, a breakfast bar, and a generous centre island. A breakfast area, bright family room and a powder room make the main floor the ideal layout for modern family living. Upstairs, the primary suite includes a private walkout, a walk-in closet, a fireplace and a five-piece bathroom with an oversized soaking tub. The second bedroom enjoys its own ensuite, while two other comfortable bedrooms share a family bathroom, and a laundry closet on this floor adds everyday convenience. The lower level is made for downtime: a media room with built-in speakers, a projector, and a wet bar, plus a large recreation room with a walkout to the backyard, great for after-school playdates or a potential mudroom. A flexible fifth bedroom or home office and a four-piece bathroom and pantry complete the space. Outside, a stone patio and low-maintenance astroturf yard are ready for relaxing or entertaining. The detached garage holds one car, with a widened private driveway for four more. Minutes from Eglinton Park, North Toronto Community Centre, the new LRT and TTC, and some of the city's most sought-after public and private schools, this is a wonderful home for a family's next chapter. More details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
$2,988,000
Residential Freehold
Pride of ownership & comfort take precedence in this beautifully maintained 4 bed, 4 bath residence, gracefully situated in the heart of Midtown Toronto. Lovingly cared for over the years & set on an expansive pool sized lot, this classic home is rich in warmth, character, & elegant living spaces that offer a true sense of home. The bright & spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a centre island, ample cabinetry, & a sun filled breakfast area w/a walk out to the backyard deck, creating the perfect setting for effortless entertaining. Adjacent to the kitchen, the inviting family room offers a warm space for everyday living, whether gathering with loved ones or simply unwinding w/a cup of tea. Thoughtfully designed for elegant gathering, the welcoming living room is anchored by a classic fireplace & framed by oversized windows that fill the space w/natural light. The adjoining dining room showcases refined French doors, traditional wainscotting, & an inviting atmosphere perfectly suited for hosting memorable dinners. Upstairs, the spacious primary retreat features large windows, his & hers mirrored closets, & a private 4pc ensuite. Three additional generously sized bedrooms & an additional 4pc bath complete the second level, comfortably accommodating growing families & overnight guests alike. The finished lower level extends the home's living space w/a large recreation room, an additional versatile room ideal for a home office or guest suite, & a dedicated laundry area designed for everyday convenience. Outdoors, the expansive backyard offers a large deck & abundant green space for gardening, entertaining, or simply enjoying peaceful summer evenings in a private setting. Ideally located just a 5 minutes drive from Havergal College & Upper Canada College, the Crosstown LRT, & the vibrant Yonge & Eglinton district, and more, this is a truly special home filled with heart & timeless charm! More details
Listed by SAM MCDADI REAL ESTATE INC.
$2,749,888
Residential Freehold
The One You've Been Waiting For!! Rarely does a home of this caliber, scale, and prestige become available in Midtown. Over 4,000sqft, situated on a massive, sun-drenched 40'x130' corner lot, this detached, carpet-free residence is a masterclass in design, wrapped in premium triple-glazed windows for total serenity. The main level is an entertainer's dream, featuring a spectacular chef's kitchen with a massive island, dual fridges, a countertop glass range, and endless storage. Huge windows and sliding patio doors transition seamlessly to the dream backyard oasis. A well-sized dining room and a sprawling family room with a cozy fireplace completes the main floor. For ultimate convenience, a dedicated main floor laundry room is tucked away perfectly. The 2nd level boasts 4 large, bright bedrooms including an optional den with wood burning fireplace. The primary suite is a true showstopper, complete with a spa-like ensuite with a soaker tub/walk-in shower, & a breathtaking, window-wrapped sunroom-the ultimate private oasis for morning coffee or meditation. Outside, the landscaped grounds offer absolute privacy with mature trees, 2 decks, a shed, & a rare 2-car detached garage for all your toys. The lower level offers incredible financial versatility or multi-generational utility, featuring an office (or 5th bedroom), a studio apartment, a separate 1-bedroom apartment, and a second basement laundry room. Accessible via an internal staircase or a completely private separate entrance, it is a turnkey setup for a high-yield AirBnB, long-term rental, or premium in-law suite. Enjoy ultimate mechanical peace of mind with a newer roof, furnace, A/C, air filter system, and tankless hot water system. Steps from the vibrant shops and top-tier walkability of Yonge & Eglinton, yet tucked away on a quieter stretch near elite schools like Allenby Public School and St. Clement's private school. Magazine luxury w/ amazing income potential-this is the one. More details
Listed by RE/MAX HALLMARK REALTY LTD.
$2,495,000
Residential Freehold
Handsome 4+1 bedroom, 4 bathroom red brick in coveted Chaplin Estates. Located on the west side of the street on a large 45' x 129.91' sunsoaked lot, this discerning property offers fabulous curb appeal in a highly sought-after setting. The elegant centre hall plan welcomes you inside to a spacious foyer that opens into the breakfast room and includes a nicely tucked away 2-piece powder room. With large, oversized principal rooms, you feel the grandeur of this impressive residence, which includes the spacious living room with ultra-realistic gas log set fireplace and walk-out to the west-facing deck/backyard, a fabulous breakfast area just off the kitchen, a formal dining room overlooking the front yard and a chef-inspired kitchen with easy access to the sun/mudroom at the rear of the house. Upstairs, you'll find four nicely proportioned bedrooms, all with good closet space, which includes the primary suite with a 4-piece ensuite bathroom plus a nicely appointed 3-piece family bath. In the fully finished lower level, you'll find a large recreation room with fireplace, fifth bedroom featuring a full ensuite 3-piece bath plus a large laundry room and utility room, all with good ceiling height. Central air conditioning and a forced air furnace provide comfort in for all seasons and are a welcome addition in an area where radiators are usually the norm. A large two-car garage, a luxury in this neighbourhood, plus a lush backyard that gets lovely evening sun, including a nice deck, round out this truly exceptional property which also includes a purple Lilac tree in your front yard. Experience all the best this wonderful neighbourhood has to offer with a short walk to Yonge Street (including transit), beautiful parks, including the expansive Beltline Trail, plus easy commuting with close proximity to some of Toronto's best schools, including Upper Canada College and The Bishop Strachan School. Offers anytime. More details
Listed by CHESTNUT PARK REAL ESTATE LIMITED
$2,450,000
Residential Freehold
Rare building lot in absolute prime Chaplin Estates! Set on the corner of Lascelles Boulevard and Imperial Street, this 40-foot lot legacy property has been cherished by the same family for nearly 50 years and offers a flat table land offering in this highly coveted luxury residential community. Renovate the existing charming home to suit your family's growing needs, or start new to create your 'forever home' in this community of residents who take great pride in their homes, and reap the benefits of its thriving locational benefits for decades to come. It is set within the Davisville, Hodgson and North Toronto school districts, and within minutes in each direction to Toronto's top private schools - Greenwood, UCC, BSS, Havergal, York, De La Salle. Precedence has been set with substantial new builds in the community, and zoning information by-right is available. Set on a quiet interior street in Chaplin Estates within steps to Oriole Park, the Kay Gardner Beltline trails, and Yonge Street's bounty of amenities both at Davisville and Eglinton. The estate can close on the property at any time. More details
Listed by CHESTNUT PARK REAL ESTATE LIMITED
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$2,449,000
Residential Freehold
A rare opportunity to own a newly built, Tarion-warranty certified residence offering over 2700 square feet of refined living space in one of Toronto's most desirable neighbourhoods. Thoughtfully designed with a timeless brick exterior and sophisticated contemporary detailing, this exceptional home blends elevated design with everyday functionality. The main level is defined by soaring ceilings, expansive windows, and an abundance of natural light, creating an inviting atmosphere throughout. Curated premium finishes and engineered herringbone hardwood flooring add warmth and elegance, while the chef-inspired kitchen is outfitted with best-in-class Fisher & Paykel appliances, custom cabinetry, and beautifully integrated design elements tailored for both entertaining and daily living. The upper levels offer thoughtfully designed private quarters, highlighted by a stunning third-floor primary retreat complete with a spa-inspired ensuite and an expansive custom dressing room, delivering a true luxury boutique-hotel experience at home. The fully finished lower level extends the living space with exceptional versatility, featuring radiant heated floors, a spacious recreation room, an additional bedroom, a full bathroom, and a dedicated storage room - ideal for guests, extended family, or comfortable day-to-day living. An exceptional blend of craftsmanship, scale, and modern luxury, designed for contemporary family living. More details
Listed by PSR
$2,395,000
Residential Freehold
THE INTERIOR OF THE HOUSE HAS BEEN TAKEN BACK TO THE STUDS FOR EASE OF RENOVATION. A classic two storey residence with a rare opportunity to design and customize your dream home with ease. Ideally situated on the west side of Oriole Parkway, this impressive property sits on a generous 51 x 134-foot lot in Chaplin Estates. The home offers outstanding proportions, a flexible floor plan, large principal rooms, and an abundance of natural light throughout. The grand front to back living room features a wood burning fireplace, and walkout to a deck overlooking the private west facing garden. The large kitchen has direct access to the deck and garden, main floor den and a powder room completes the main level. The second floor features four well sized bedrooms and roughed in plumbing for two separate bathrooms, providing excellent flexibility for a modern redesign. The lower level offers additional potential with recreation room space and above grade windows. A long private driveway leads to a double detached garage. One of Toronto's most coveted neighbourhoods, Chaplin Estates is renowned for its family friendly atmosphere, and exceptional walkability. The distinctive tree lined boulevard of Oriole Parkway creates a picturesque canopy of mature trees, while nearby parks, top-rated schools, transit, and vibrant shopping and dining options make this a highly coveted location offering a small-town vibe in the heart of the city, this location provides the perfect blend of convenience and community. This home is truly a rare find on an exceptional lot. This is ready to be reimagined for the next owners to personalize the space to suit their lifestyle and create their own special memories. More details
Listed by ROYAL LEPAGE/J & D DIVISION
$2,199,000
Residential Freehold
Rarely does an income property combine this level of scale, quality, and flexibility. This purpose-built triplex offers 3 large above-grade suites plus a full walkout basement with built-in 4-car garage parking, totaling an impressive 3,846 sqft of finished space + 1,282 sqft of parking/storage/workshop space. Whether you're an investor seeking strong cash flow, an end-user looking to live in while tenants help pay down your mortgage, or simply searching for a solid place to park your capital with real upside, this property checks every box. The updated Main Floor Suite offers 1,053 sqft, 2 large bedrms, a spacious living & dining rm (or office), w/o to balcony, eat-in kitchen, and 4-pc bath. The 2nd Floor Suite provides 1,203 sqft, 3 bedrms, living & dining rm (or office), w/o to balcony, eat-in kitchen, wall-mounted A/C, 4-pc bath w/ in-suite laundry laundry, and laminate floors. The extensively renovated 3rd Floor Suite mirrors this layout with 3 bedrooms, an expansive living & dining rm (or office), w/o balcony, eat-in kitchen, wall-mounted A/C, 4-pc bath w/ in-suite laundry, and laminate floors. Each suite features a renovated eat-in kitchen with s. s. appliances, a large island w/ breakfast bar, custom backsplash, upgraded cabinetry, and two sun-filled windows. Living/dinning rms showcase picture windows & crown molding, w/ updated light fixtures. Updated washrooms include quartz counters, designer lighting, mirrors, and in-suite laundry (2nd & 3rd floor), plus a dedicated main-floor laundry rm. Large windows on all four sides flood every unit with natural light. Quiet, clean central radiant heating pairs with wall-mounted A/C on the upper two flrs for efficient, localized control. Updated windows, fire-escape exits, and large balconies complete each suite. All units are separately metered for hydro. Meticulously maintained and move-in ready - a rare chance to secure a high-quality, income-generating asset with strong upside for investors and end-users alike. More details
Listed by THE KEY MARKET INC.
$1,868,900
Residential Freehold
Exceptional opportunity in the highly desirable Yonge & Eglinton neighbourhood! in one of Toronto's most sought-after communities. Flexible zoning allows for a variety of residential building options and select commercial uses, offering outstanding long-term potential. Property qualifies under Toronto's Garden Suite Program with potential for a rear garden suite up to approximately 1,291 sq. ft. Included are valuable planning resources such as the Planner's Building Potential Report, Laneway Housing Advisors Garden Suite Report, and 2022 survey. Conveniently located steps to shops, restaurants, cafes, transit, parks, and top-ranked schools. Upgrades & Improvements: Newer flooring, stairs, windows, and kitchen, New washer & dryer on the main floor, New basement kitchen range hood, washer & dryer, Updated roof, gutters, and roof insulation Replaced water heater, A/C system More details
Listed by RE/MAX ADVANCE REALTY
$1,690,000
Residential Freehold
Ideally Located In The Heart Of Midtown Toronto, This Spacious And Versatile Home Is Just Steps From The Vibrant Yonge & Eglinton Neighbourhood, Offering Convenient Access To Transit, Shops, Restaurants, Parks, And Everyday Amenities. Currently Configured As A Duplex, This Home Offers Excellent Flexibility For Investors And End-Users Alike, And Can Also Be Easily Converted Back To A Single-Family Residence To Suit Your Needs. This Property Features 2 Bedrooms And 2 Bathrooms On Both The Main And Second Floors, With Hardwood Floors Throughout A Bright, Functional Layout. The Main Floor Includes A Private Backyard And Deck, Along With A Spacious Eat-In Kitchen Providing Plenty Of Room For Family Gatherings And Everyday Living. The Second Floor Also Boasts An Eat-In Kitchen Accompanied By A Lovely Light-Filled Sunroom. A Garage And Separate Utility Meters Enhance Both Convenience And Versatility. A Rare Opportunity To Own A Move-In-Ready Property In One Of Toronto's Most Sought-After Neighbourhoods. More details
Listed by HARVEY KALLES REAL ESTATE LTD.
$1,319,900
Residential Freehold
Welcome to this beautifully maintained 3-bedroom, 2-bath semi-detached home in the highly covetedAllenby school district - a rare opportunity to enjoy family living in one of Toronto's most sought-after neighbourhoods.Situated on a prime corner lot, this home offers incredible natural light, enhanced privacy, and an amazing outdoor setting perfect for entertaining, relaxing, and family enjoyment. The fully fenced backyard features a freshly stained spacious deck and beautifully designed outdoor space ideal for summer gatherings. Inside, the home combines timeless character with extensive modern upgrades for energy efficiency and privacy. Major improvements include updated windows and blinds, roof, furnace, air conditioning, hot water tank, main water line, sump pump, and renovated bathrooms - offering peace of mind for years to come.The underpinned basement provides impressive ceiling height and exceptional additional living space, ideal for a recreation room, home office, gym, or guest suite. Complete with private parking and located just steps to some of the city's best restaurants, cafés, shops, parks, and everyday amenities, this home also offers outstanding transit convenience with walking access to both the Crosstown LRT and Line 1 subway. A fantastic opportunity to own a home in an established, family-friendly community known for its top-ranked schools, vibrant atmosphere, and unbeatable central location. More details
Listed by CORCORAN HORIZON REALTY
Data was last updated July 22, 2026 at 02:15 AM (UTC)
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Yonge & Eglinton Housing Styles
Homes in Yonge & Eglinton are more diverse than many buyers expect, especially once you step just a few blocks off the main corridors. While the neighbourhood is best known for its concentration of modern condominium towers, there are still established pockets of low-rise housing woven throughout the area. Detached and semi-detached homes, along with townhouses and small multiplexes, can be found on quieter residential streets, often offering a more traditional home layout with front yards, private entrances, and a stronger sense of separation from the surrounding density.
These low-rise homes tend to attract buyers who want the convenience of Midtown living without fully committing to condo life. Many properties reflect early- to mid-20th-century construction, with a mix of original character homes and thoughtfully renovated residences that balance charm with modern functionality. At the same time, buyers will also encounter newer infill projects and conversions that offer contemporary finishes in a low-rise format. The result is a housing landscape that supports a wide range of lifestyles — from buyers seeking a classic family home near transit, to downsizers and professionals looking for a quieter alternative to high-rise living while staying firmly connected to everything Yonge & Eglinton has to offer.
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