Davisville/Leaside Listings
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77 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12964960
77 Randolph Road Toronto M4G 3S1 OPEN HOUSE: Apr 12, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 12, 2026 2:00PM - 4:00PM
$2,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12964960
- Bedrooms:
- 5
- Bathrooms:
- 5
There's a calm confidence to 77 Randolph Rd, a home that speaks softly but leaves an impression. Behind its stately stone facade, light moves easily through an open, thoughtful layout. The kitchen anchored by Wolf and Sub-Zero appliances sits at the heart of it all, framed by custom cabinetry, warm oak flooring, and a living space defined by quiet sophistication. The three-sided fireplace glows between rooms, connecting family life and dinner conversations in equal measure. Upstairs, the primary suite is a sanctuary of light and proportion, complete with a spa-inspired ensuite wrapped in stone and glass. The lower level extends the living experience with radiant-heated floors and flexible space for work, play, or guests. Outside, a private terrace and landscaped garden invite slow mornings and easy evenings. Power blinds. Sonos wiring. EV charger. Every detail here balances beauty and function. All within walking distance to Rolph Road, Bessborough, and Leaside High, while surrounded by parks, cafes, and the spirit of community that defines Leaside. More detailsListed by RE/MAX HALLMARK RICHARDS GROUP REALTY LTD.- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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26 MacNaughton Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12971956
26 MacNaughton Road Toronto M4G 3H4 OPEN HOUSE: Apr 12, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 12, 2026 2:00PM - 4:00PM
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12971956
- Bedrooms:
- 3
- Bathrooms:
- 2
Perfectly situated on one of the best and most highly sought-after streets in South Leaside, this home is just steps to all the shops and amenities on Bayview Avenue and nestled within a tight-knit community of amazing neighbours.While maintaining the traditional Leaside charm, the house has been thoughtfully updated preserving elements of its original character while modernizing for today's family. The large front foyer leads into an expansive hallway with a large front hall closet that spans six feet of closet space within. The floor plan is unique to this home, offering a spacious and separate living room with a wood-burning fireplace, a custom mantle and built-in shelves, and a flexible layout. It serves as a perfect retreat for entertaining or relaxing with family. The dining room features hardwood floors and flows seamlessly into the kitchen, with a walkout to the oversized sunroom. The west-facing sunroom offers an abundance of natural light with its wall-to-wall windows and walkout to the deck and private backyard.The primary bedroom provides ample space with broadloom, multiple windows, a walk-in closet, and an additional double closet. Two other well-appointed bedrooms overlook the rear gardens. Additional unfinished attic space with upward to 10 feet ceiling height allows ample opportunity to add extra living space or to simply use as storage. An updated spacious four-piece bathroom with marble countertops and a bathtub/shower combination completes the upper level.The lower level has been thoughtfully renovated with a modern and spacious recreation room with an open concept floor plan featuring broadloom, pot lights, a renovated three-piece bathroom with marble countertops and a floating vessel sink, and a generous laundry room with built-in cabinetry, a deep laundry sink, and front-loading washer and dryer. Enjoy the convenient mudroom with built-in cubbies with bench seating and additional storage space. Private and quiet backyard. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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7 Lumley Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12972966
7 Lumley Avenue Toronto M4G 2X3
$7,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12972966
- Bedrooms:
- 5
- Bathrooms:
- 7
A well-executed modern home in Bennington Heights, thoughtfully designed with a focus on light, proportion, and practical family living. Set on an impressive 59 ft frontage with a rare circular drive, this home offers a commanding presence from the street. Clean lines and a neutral palette with gorgeous white oak herringbone floors define the aesthetic. With completion scheduled for Spring 2026, this stunning home offers over 6,200 sq ft of finished living space with impressive design details throughout. A dramatic 21-ft skylit entry introduces the home, anchored by a sculptural open riser staircase. The main floor offers 11 ft ceilings with defined principal rooms through a connected, open flow. Expansive rear windows bring in natural light and create a seamless connection to the backyard. The kitchen is beautifully appointed, centred on a large island with integrated appliances and refined finishes, opening to bright breakfast area and pool-sized garden. The adjoining family room features a wood-burning fireplace and oversized windows, creating a warm and comfortable gathering space. Private main floor office and well-designed mudroom with custom cabinetry and side entry add everyday practicality. Street-facing windows are smart windows with automated privacy shading. Upstairs, an open gallery overlooks the level below. All four bedrooms include walk-in closets and private ensuites. The primary suite is set apart with treetop views, a private balcony, a walk-in dressing room, and a spa-inspired ensuite with freestanding tub, glass shower, and dual vanities. A second floor laundry room adds convenience. Lower level offers a walk-up and self-contained in-law/nanny suite, along with large recreation area, home gym, sauna, and glass-enclosed wine room, along with a second laundry room. This is a wonderful and rare opportunity to own a thoughtfully designed home that delivers on scale, quality, and long-term livability. Photos are renderings for illustrative purposes. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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29 Evergreen Gardens in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12973912
29 Evergreen Gardens Toronto M4G 1C4
$3,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12973912
- Bedrooms:
- 6
- Bathrooms:
- 6
MLS Sun-drenched and impeccably crafted, this south-facing custom residence in coveted Leaside is a true statement of refined living. Designed by a renowned Toronto designer and masterfully rebuilt by a reputable builder, 29 Evergreen GDNS showcases a seamless blend of timeless elegance and modern sophistication, highlighted by a bespoke Downsview kitchen adorned with premium finishes and exquisite granite countertops and whole set of Miele appliances.Thoughtfully designed for both comfort and grandeur, the home offers an expansive layout complemented by a professionally finished lower level with a rare dug-out additional space, creating enhanced ceiling height and versatile living space ideal for entertaining or extended family living. Central Vaccum, Smart Home system, Floor heating thru-out, Water softener, HRV, every detail reflects quality and intention, delivering a turnkey lifestyle without compromise.Perfectly positioned in one of Toronto's most prestigious family neighbourhoods, steps to top-tier Leaside High School and within walking distance to Loblaws, parks, and everyday conveniences. Enjoy effortless access to SmartCentres featuring Canadian Tire, Home Depot, Winners, Best Buy, and major banks, along with quick connectivity to the Don Valley Parkway. A rare offering with fully owned mechanicals, embodying luxury, location, and lifestyle in one distinguished address. More detailsListed by AVION REALTY INC. and Advent Realty Inc- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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208 Hanna Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12979464
208 Hanna Road Toronto M4G 3P1 OPEN HOUSE: Apr 12, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 12, 2026 2:00PM - 4:00PM
$2,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12979464
- Bedrooms:
- 5
- Bathrooms:
- 4
Fabulous South Leaside home on an extra-wide lot in a premium location! Upon entry experience an inviting layout with generous proportions, classic charm and timeless finishes. A spacious living room features hardwood floors and a fireplace overlooking the front gardens. Towards the rear of the home, an unbeatable open-concept kitchen, dining room and family room await. A true chef's kitchen with plenty of room to gather around a generous island, overlooking the dining room and family room. Large family room with space for any size family and a wonderful spot for entertaining. Gorgeous dining room overlooks the back garden. The second floor hosts four spacious bedrooms, plus an office. A highly unique private entry to the fourth bedroom is accessible through a designated staircase. A wonderful extension of the primary suite or its own wing! Truly one of a kind. Beautiful bathrooms throughout! Large lower level with 5th bedroom, office, and huge recreation room. Direct access from the garage. Fabulous low-maintenance backyard, surrounded by mature trees. Priceless location within steps to public transportation, Bayview ave and excellent schools. Easy access to the highway and the best amenities in midtown. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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38 Annesley Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12983738
38 Annesley Avenue Toronto M4G 2T7 OPEN HOUSE: Apr 12, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 12, 2026 2:00PM - 4:00PM
$3,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12983738
- Bedrooms:
- 5
- Bathrooms:
- 4
This custom-built luxury residence in Leaside offers exceptional space and presence, set on a rare 36-foot frontage along a quiet enclave on one of North Toronto's most sought-after streets. Designed for modern family living & elegant entertaining, the main level features grand principal rooms adorned with exquisite wainscoting, creating a warm yet sophisticated atmosphere. At the heart of the home is a gourmet kitchen complete with a large island, marble countertops, pantry, B/I desk & eat-in dining area. The spacious family room w/ fireplace & custom built-ins, seamlessly walks out to a deck, patio & fully fenced private yard. A convenient 2-piece powder room, mudroom, side entrance & direct access to an attached garage complete the main floor. The second level w/ skylight offers four generously sized bedrooms, including a private & luxurious primary suite featuring a 5-piece marble ensuite, walk-in closet & its own balcony retreat. Three additional bedrooms, a 4-pc bathroom, a well-appointed upper-level laundry room & linen closet provide comfort & practicality for family living.The finished lower level w/ in-floor heating expands the living space w/ a large recreation room, an adjoining wine cellar, a 5th bedroom, a 3-pc bathroom & ample storage. A rare offering on an A+ street, this home totalling approx 4,000sf includes a one-car attached garage & private drive, along w/ high-end finishes throughout. Thoughtful extras such as the mudroom, main flr powder room, upstairs laundry & wine cellar enhance both convenience & functionality. Ideally located within walking distance to top schools including Northlea Public School (JK-Grade 8 & French immersion) & Leaside High School, as well as transit, including the new LRT. Enjoy close proximity to private schools, shops, restaurants & amenities along the Bayview & Laird corridors, Leaside SmartCentre, Sunnybrook Hospital & an abundance of parks, trails & recreational facilities including Serena Gundy & Sunnybrook Parks More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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19 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12985730
19 Heather Road Toronto M4G 3G2 OPEN HOUSE: Apr 12, 202601:30 PM - 03:30 PM EDTOpen House on Sunday, April 12, 2026 1:30PM - 3:30PM
$2,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12985730
- Bedrooms:
- 4
- Bathrooms:
- 3
Fantastic opportunity in South Leaside. Welcome to 19 Heather rd. A Beautifully updated home on one of Leaside's most desirable, child friendly streets with zero through traffic. Minutes to Bayview yet tucked away on a quiet street among mature trees and gorgeous homes. Lovely curb appeal with a private driveway and front and backyards landscaped to perfection. The Home which sits on a 30 X 120 lot is a beautiful mix of traditional charm and stunning, modern upgrades. The light filled, west facing main floor features hardwood flooring, a bright living room with a upgraded wood burning fireplace and custom built ins. A fully renovated open concept kitchen/dining with a charming family room overlooks the backyard. The renovated kitchen has a generous island, stone counter tops and top of the line Appliances.3 large bedrooms upstairs including a Principle suite with room for a king size bed and brand new ensuite 4 piece bathroom. 2nd and 3rd bedrooms are well proportioned with lots of natural light and a shared, updated 2nd bathroom completes the 2nd floor. Fully finished basement contains a rec room with with gas fireplace, a nice 3rd bathroom and a 4th bedroom / nanny suite. Stunning backyard, perfect for entertaining with a large deck, hot tub, putting green and new maintenance free turf lawn. Incredible pride of ownership on this very well maintained home. Flawless home inspection is available upon request. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
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344 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12872310
344 Bessborough Drive Toronto M4G 3L2
$4,199,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C12872310
- Bedrooms:
- 5
- Bathrooms:
- 5
The moment you step into 344 Bessborough, you understand why North Leaside commands respect. This is heritage Toronto - the kind of neighbourhood where mature maples line streets that have watched the city grow for a century. And this property? It's the Leaside difference in full. Built in 2013 by Ivey Glenn - a builder known for construction quality over cost-cutting - this home offers 4,741 square feet across three fully finished levels. That number matters. At $4.2M, comparable in Moore Park and Lawrence Park rarely exceed 3,500 square feet. Here, the space is genuine. Main floor ceilings rise to 10 feet. The living and dining rooms flow with proportion and light. The kitchen opens naturally into a generous family room with double walkouts to a 727- square-foot wood deck - not a patio, an outdoor room. Upstairs, the primary suite features a cathedral ceiling, Juliette balcony, and dedicated dressing area. Bedroom 2 has its own ensuite and walk-in closet. Bedroom 3 is oversized. Five bathrooms in total, upper-floor laundry, and space that never forces compromise. The lower level earns the home its versatility. Nearly 1,500 finished square feet with close to 9-foot ceilings, a full second kitchen, bedroom, recreation room, 4-piece bath, dedicated laundry, and a walk-out to the garden. It functions entirely independently - ideal for extended family, live-in help, or guests who prefer their own space. Three gas fireplaces. Two laundry rooms. Attached garage with private drive. TTC transit one minute on foot. Leaside High School in seven. Sherwood Park in five. Sunnybrook less than a kilometre away. More detailsListed by ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE- KELLY KOSELEK
- ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE
- 1 (647) 2737597
- Contact by Email
Data was last updated April 11, 2026 at 10:15 PM (UTC)
Kelly Koselek
Royal LePage Terrequity Seymour Real Estate
Office Address:
293 Eglinton Ave E.
Toronto, ON, M4P 1L3