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72 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12580878
72 Bessborough Drive Toronto M4G 3J1 
$1,998,800Residential Freehold- Status:
- Active
- MLS® Num:
- C12580878
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to a rare opportunity in one of Toronto's most desirable neighbourhoods. Cherished by the same family for 58 years, this home offers classic Leaside character with original vintage details, solid wood trim, spacious principal rooms, and abundant natural light. A unique find for the area, it features a fourth bedroom, a second-floor powder room, and two staircases to the basement. The sunny backyard is ideal for gardening and entertaining, complemented by a private two-car driveway and attached garage. While the interior has not been recently updated, it presents exceptional potential for restoration or modernization, allowing you to create a home perfectly suited to your vision. Located on a quiet, tree-lined street close to top-rated schools, parks, shops, dining, and transit-just steps to the TTC 88 and a short walk to the 11 Davisville route-with convenient access to the Bayview Extension and DVP, this is a truly special opportunity in the heart of Leaside. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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35 Fleming Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12580830
35 Fleming Crescent Toronto M4G 2A9
$3,288,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12580830
- Bedrooms:
- 5
- Bathrooms:
- 5
A Striking Blend of Classic and Contemporary on One of Leaside's Most Prominent Streets. Perfectly positioned on sought-after Fleming Cres, this stunning red-brick Transitional/Neo-Georgian inspired residence offers approximately 3,695 sq. ft. of luxury living space. Blending timeless elegance with modern design, it delivers the best of both worlds in one of Toronto's most coveted neighbourhoods. Inside, wood floors flow throughout, while a dramatic skylight staircase bathes the interior in natural light. The main level is anchored by a chef's kitchen - a true culinary dream - featuring a Thermador 6-burner gas range with grill, Thermador fridge & built-in oven, a large stone waterfall island, and butler's pantry with a 2nd dishwasher. The kitchen opens seamlessly to a sunlit family room, where custom built-ins and a sleek linear gas fireplace create a warm and sophisticated ambiance. Sliding doors extend the living space to a private backyard oasis. Impressive 10' ceilings enhance the main floor w/coffered ceilings in the living/dining adding architectural elegance, perfect for hosting memorable gatherings. Upper level boasts four generous bedrooms, including a primary retreat designed for luxury living. The spa-inspired ensuite is finished in Italian marble and offers heated floors, a soaker tub, glass shower with bench and body jets, plus a custom walk-in closet with additional laundry hookup for convenience. Three additional bedrooms and two full baths complete this level. The fully finished lower level offers radiant heated floors, a spacious rec room, laundry, 4-piece bath, and an additional 5th bedroom or guest/nanny room, providing versatility for guests or extended family. The private drive and built-in garage w/direct home access provide everyday convenience and additional storage, perfectly complementing the thoughtful design of this family home. Steps to top-rated schools, parks, shops, TTC, library, Sunnybrook Hospital. Walk Score 97! More detailsListed by RE/MAX ULTIMATE REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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31 Governors Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12572668
31 Governors Road Toronto M4W 2E9
$4,450,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12572668
- Bedrooms:
- 3
- Bathrooms:
- 4
31 Governors Road is a European-inspired contemporary villa designed by Francesco and Aldo Piccaluga, the award-winning brothers whose work helped shape a distinct era of Toronto architecture. Conceived of as a villa in the city, the home is a study in contrasts: privacy without loss of light, openness alongside clearly defined rooms, and natural materials set against brick and concrete. Completed in the early 1990s and cared for by only two families since, the home balances architectural pedigree & high design with remarkable adaptability. The current owner has infused elements of play and light, yet the design could easily accommodate traditional, contemporary, or eclectic sensibilities. At its core, a dramatic marble staircase anchors the flowing layout. The custom Valcucine kitchen is finished with natural stone and high-end appliances, opening seamlessly to a 600-square-foot entertaining terrace. The expansive living room, warmed by a wood-burning fireplace, is softly lit through glass block throwing light against Venetian plaster walls, creating intimacy and comfort. Upstairs, the serene primary suite features a six-piece spa-like ensuite and a walk-in closet with striking boudoir. The lower level continues the theme of retreat and versatility: a saltwater indoor pool and exercise area invite restoration, while an oversized recreation room with kitchenette can readily adapt to serve as an in-law or teen suite. Ingeniously designed moats flank the foundation, allowing full-sized windows that fill the lower level with light and fresh air. Outside, Mediterranean hues of burnt clay and soft white highlight the bold geometric volumes so emblematic of the Piccaluga Brothers work. The result is both iconic and timeless. 31 Governors Road is an architectural triumph and an enduring postmodern masterpiece in the heart of Toronto that is not to be missed. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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431 Heath Street E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12566866
431 Heath Street E Toronto M4G 1B6
$6,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12566866
- Bedrooms:
- 5
- Bathrooms:
- 6
A Masterpiece Like No Other - A Rare Custom-Built Marvel Introducing a truly one-of-a-kind, never-before-seen or lived in custom-built home that redefines modern luxury living. Designed and constructed with uncompromising precision for the builder himself, every inch of this residence exudes meticulous craftsmanship, innovative design, and elite attention to detail. From the moment you step inside, you're greeted with soaring ceilings, architectural elements rarely found in today's market, and oversized, floor-to-ceiling windows that flood the home with natural light and create a seamless connection between indoor and outdoor living. No expense was spared - from the exquisite millwork and high-end designer finishes to the flawless flow of the layout, every feature has been hand-selected and customized to perfection. This is not just a home - it's a statement. Built to be lived in and loved by its creator, the opportunity to own this level of excellence is extremely rare. What's been created here has never existed in this area and likely never will again. Immaculate. Timeless. Unrepeatable. Don't miss your chance to experience a home that sets a new benchmark for what's possible. More detailsListed by RE/MAX REALTRON REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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46 True Davidson Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12558396
46 True Davidson Drive Toronto M4W 3X5
$3,095,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12558396
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to 46 True Davidson, a stunning six-bedroom, four-bathroom home right in the heart of Governor's Bridge. This residence strikes the perfect balance between classic style and modern practicality. Inside, you are greeted by high ceilings, crown molding, and beautiful hardwood floors that give the home a bright, open feel. The heart of the home is the kitchen, equipped with stainless steel appliances, a sunny breakfast area, and a huge quartz island. It flows right into a family room featuring a cozy fireplace and access to a west-facing deck-perfect for outdoor dinners. For hosting, there is a formal dining room connected by a handy butler's pantry, as well as a living room behind French doors with a wood-burning fireplace. On the second floor you will find four large bedrooms. The primary suite feels like a private getaway, complete with a fireplace, two walk-in closets, and a luxurious six-piece bathroom. The other three bedrooms all have double closets and share a spacious family bathroom with separate water closet. Two more roomy bedrooms with plenty of storage and another full bathroom make this the third level great for family or guests. The basement is ready for whatever you need-whether that's a home gym, a movie room, or a play area. It also features a mudroom with direct access to the double car garage and walk-out doors leading to the backyard. Surrounded by ravines and parks, this home offers a wonderful lifestyle in one of Toronto's best neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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317 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12558266
317 Sutherland Drive Toronto M4G 1J6
$3,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12558266
- Bedrooms:
- 5
- Bathrooms:
- 5
Impeccably designed and custom-built Leaside home. This stunning 4+1 bedroom, 5-bathroom home offers nearly 3,700 sq.ft. of meticulously crafted living space in the heart of Leaside. Designed with timeless elegance and modern functionality, the home features soaring ceilings, refined millwork, premium hardwood floors, and a spacious open-concept layout ideal for both everyday living and sophisticated entertaining. The chef's kitchen showcases high-end appliances, custom cabinetry, an oversized island, and seamless flow to a sun-filled family room with walkout to a beautifully landscaped backyard. The upper level offers generous bedrooms including a luxurious primary retreat with walk-in closet and spa-inspired ensuite. The fully finished lower level includes a large recreation room, additional bedroom, full bathroom, and ample storage. With exceptional attention to detail and finishes that rival a model home, this property delivers turnkey luxury in one of Toronto's most sought-after neighbourhoods, steps to top-rated schools, parks, shopping, and transit. Intangibles that you wouldn't know unless you lived here: the neighbours are incredible, ultra quiet, the dead end laneway means no through traffic, gives an additional 600sq.ft. of backyard space ideal for kids play area. Permitted laneway usage, you can build an additional 1600sq.ft. in the backyard, or scale it down to a 450sq.ft office/flex space, plans have been approved and are transferrable. More detailsListed by YOUNG REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550606
165 Leacrest Road Toronto M4G 1E7
$5,490,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12550606
- Bedrooms:
- 5
- Bathrooms:
- 6
Newly built modern residence in the heart of South Leaside offering nearly 6,500 sq.ft. of living space! Exceptional designer-curated finishes and smart home technology throughout. Designed for the modern family and built to impress, this magazine-worthy residence perfectly blends luxury, functionality, and versatility. Oversized principal rooms, two private home offices, and a full legal in-law suite with income potential make it ideal for multigenerational living or a flexible live-work lifestyle.Showcasing engineered white oak floors, soaring ceilings, and expansive windows with motorized blinds, every detail reflects thoughtful design and quality craftsmanship. The custom kitchen is a true centerpiece - featuring a panelled fridge, trash compactor, waterfall island with hidden storage, and full-height cabinetry - flowing seamlessly into the family room with a marble gas fireplace and walkout to the backyard. Step lighting, integrated speakers, and sleek modern finishes complete the main level's sophisticated aesthetic.Upstairs, four oversized bedrooms include a magazine-worthy primary suite with a slatted wood feature wall access to His & Hers WICs, cove-lit ceiling, fireplace in stone surround, fully equipped bar, walkout to a private balcony (hot tub-ready), and a spa-inspired ensuite with steam shower, freestanding tub, heated floors, and double vanities. Secondary bedrooms are equally impressive, and a dedicated laundry room with dual washer/dryers enhances everyday ease. Upstairs office may be converted to a 5th bedroom.The lower level extends the living experience with a gym, sauna, recreation lounge, and wet bar equipped with a dishwasher and bar fridge - plus a soundproofed legal in-law suite with its own entrance, kitchen, 3-piece bath & laundry.Located in the coveted Bessborough/Rolph school district, this home delivers a rare combination of sophistication, functionality, and future income potential in one of Toronto's most sought-after neighbourhoods. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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333 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550222
333 Sutherland Drive Toronto M4G 1J7
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12550222
- Bedrooms:
- 3
- Bathrooms:
- 2
Lovely 2+1 bedroom, 2-bath bungalow on a 30 ft lot with private drive, surrounded by multi-million-dollar homes. South Leaside is known for excellent schools (Bessborough Elementary & Middle School, Leaside High) and a strong sense of community. Families, builders, and contractors will all see value here. The main floor offers a classic Leaside layout: open concept living/dining area with a large front window and a functional wood-burning fireplace. The updated kitchen has a peninsula for extra prep space or a coffee station for breakfast on the go. The decorative shelves and the gas stove will be appreciated by your home chef. The primary bedroom features a deep closet and comfortably fits a king bed with space to spare. The wall between the two original bedrooms was opened to create a sitting/TV room or home office but can easily be closed to restore the second bedroom. For families with young children, it works well as a nursery now and a private bedroom later. Upgraded sliding French doors lead to a great multi-tiered deck and a fenced backyard, ideal for BBQs and playtime. The lower level includes a fully functional kitchen with ample cupboard space and above-grade window, a 3rd bedroom (currently used as an office), with a 3-PC ensuite and an updated oversized family/recreation room. This versatile space works as a games room, kids playroom, or a media room for movie nights. Note: the basement is not retrofitted for rental. This is a solid home that works for today and offers potential for the future. More detailsListed by BOSLEY REAL ESTATE LTD.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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10 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12545646
10 Heather Road Toronto M4G 3G3
$2,075,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12545646
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 10 Heather Road, a rare opportunity to own an impeccably maintained detached home on one of South Leaside's most sought-after streets. The main floor features generously proportioned principal rooms, including a very large and inviting living room with a dramatic bay window, fireplace, and crown moulding. The dining room is open to the living room, providing a seamless flow and an excellent space for entertaining, complete with beautiful stained-glass windows and custom built-in shelves. The kitchen offers ample cabinetry, pot lights, a cozy eat-in area, and overlooks the serene rear gardens with a walkout to the deck, along with a convenient side entry for added access. Upstairs, you'll find three well-appointed bedrooms and a four-piece bathroom. The oversized primary suite is a standout feature, offering abundant closet space and plenty of room for a seating area or workspace. The finished lower level provides additional living space with a great recreational room, a modern bathroom, laminate floors, pot lights, and excellent storage. The fully fenced private backyard is beautifully framed by mature trees and plenty of green space, with a spacious wood walkout deck for outdoor entertaining. Complete with a private driveway for 3 vehicles, a detached garage, and a deep lot. This home is located within the highly sought-after Rolph Road Elementary, Bessborough Middle, and Leaside High School districts, with easy access to top private schools, TTC, and the shops and amenities along Bayview Avenue. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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340 Laird Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12535786
340 Laird Drive Toronto M4G 3X9
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12535786
- Bedrooms:
- 2
- Bathrooms:
- 1
Great opportunity to move into the highly sought-after, family-friendly North Leaside community! Located at the quiet end of Laird Drive north of Broadway by Glenvale, this home offers the perfect blend of comfort, charm, and convenience. Why settle for a 2-bedroom condo when you can own this lovely 2-storey semi-detached home with a beautiful Japanese Maple at the front door and a spacious backyard with a large deck, perfect for BBQs and entertaining family & friends. Some of the highlights of this home include a renovated kitchen with a window overlooking the backyard, hardwood floors throughout and updated windows. Bright, airy living spaces with large windows and natural light. Forced-air gas furnace & central air conditioning and an extra-wide mutual drive for easy access to rear parking space at the end of the property. The finished basement features a cozy rec room with a brick accent wall. With a little TLC, it could be perfect for movie or game nights, plus there's plenty of storage space and a laundry room complete with laundry sink and a separate side entrance to the basement. Total estimated liveable space is 1228 SF (866 SF above ground + 362 SF below). Situated in the coveted Northlea Elementary & Middle School (with French Immersion) and Leaside High School catchment, this home offers access to some of the best schools. Great public transit in place that will only be enhanced by the coming LRT. Walk to Eglinton for specialty shops and restaurants. It's an easy walk to Canadian Tire & other big box stores at the Smart Centre. And it's a short ride to Leaside Village (Longos & Shoppers) and Costco on Overlea. Don't miss this opportunity to make Leaside your family's home. The complete home inspection is attached to the listing and this property is sold in "As Is" condition. More detailsListed by BOSLEY REAL ESTATE LTD.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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105 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12532124
105 Rumsey Road Toronto M4G 1P1
$3,768,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12532124
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 105 Rumsey Road A Brand New Custom-Built Masterpiece in Prestigious South Leaside. With 3000 Sqft of living space, this exceptional residence blends timeless design with modern innovation, offering an unparalleled lifestyle in one of Torontos most coveted neighbourhoods. Crafted with precision and sophistication, every element of this home reflects quality and luxury. Step inside to soaring 10-foot ceilings and a bright, open layout that invites natural light through expansive premium European tilt-and-turn windows. The chef-inspired kitchen features sleek Miele appliances, premium Italian countertops, an oversized centre island, and a sunlit breakfast area that flows seamlessly into the family room, where floor-to-ceiling glass frames serene views of the backyard oasis.Upstairs, discover a lavish primary retreat with spa-like five-piece ensuite, heated floors, and large walk-in closet with skylight. Secondary bedrooms are airy and bright, designed with comfort in mind.The fully finished lower level offers 11-foot ceilings, heated floors, very bright with access to the backyard, nanny suite, and ample storage perfect for modern family living. Smart automation runs throughout the home, complemented by custom built-ins and oak hardwood flooring. Every detail in this home has been carefully curated for a lifestyle of ease and elegance. Outdoors, the private backyard is a true escape featuring a custom gazebo surrounded by lush greenery, creating the ultimate setting for entertaining or quiet relaxation. Perfectly situated near Bayview's boutique shops and eateries, Evergreen Brickworks, top-ranked schools, and LRT transit, this residence delivers both prestige and convenience. More detailsListed by RE/MAX REALTRON REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
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0 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12523356
0 Sutherland Drive Toronto M4G 2L1
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12523356
Vacant Land In Leaside. Steps form Eglinton Crosstown LRT. More detailsListed by HOMELIFE/VISION REALTY INC.- OLENA FEOKTISTOVA
- 1867 Yonge Street, Suite 100, Toronto, ON M4S 1Y5
- 1 (647) 2943039
- olena@agentolena.com
Data was last updated November 27, 2025 at 03:15 PM (UTC)
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