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663 Eglinton Avenue E, Toronto
$1,372,500
4 Beds ⋅ 3 Baths ⋅ C14143686 MLS
Fabulous opportunity to own a well-priced, detached home in prestigious Leaside! 3+1 bedrooms, 3 full baths, one on each level. Generous-sized living & dining rooms. Beautifully renovated kitchen. Main floor family room addition with walkout to large deck, 3-pc bath. Gleaming floors. Spacious backyard with interlocking patio & mature trees. 2nd floor bath features an extra-large, glass enclosed shower, modern designer-look vessel sink. Hall linen closet. Main staircase has glass railing. Spacious finished basement offers more living space. Features wainscoting, French doors, built-in shelves. 4th bedroom. 4-pc bath with vessel sink. Walk up from basement to backyard. Wide, interlocking private driveway. Property backs onto highly ranked Leaside High School and Howard Talbot Park. Short walk to new Leaside-Eglinton LRT station at Bayview, 5-minute ride to Yonge St. This high demand neighbourhood offers great shops, cafes, schools in a well-established central Toronto location.

663 Eglinton Avenue E, Toronto

572 Broadway Avenue, Toronto
$1,599,000
4 Beds ⋅ 3 Baths ⋅ C14142664 MLS
The very definition of a showstopper, this is the one you've been waiting for! Reimagined from the ground up, this once modest North Leaside Semi has undergone an extraordinary transformation, combining a substantial two-storey addition with a complete renovation to create a truly exceptional family home. Stunning design, quality craftsmanship, and thoughtful attention to detail are evident throughout. Ideally situated just around the corner from Northlea Public School and a short walk to the Eglinton LRT, this is modern family living in one of Toronto's most sought-after neighbourhoods. Step inside and immediately appreciate the warmth and natural light pouring through the oversized south-facing picture window, illuminating a beautifully appointed open-concept main floor. Designed with modern family life in mind, the stunning kitchen overlooks the living and dining areas, creating the perfect setting for everyday living and effortless entertaining. Complete with stainless steel appliances, an impressive breakfast bar, wine fridge, and full-sized walk-in pantry, this is a kitchen that delivers on both form and function. Upstairs, two generously proportioned bedrooms offer comfortable space for the kids, while the luxurious primary suite is privately tucked away at the rear of the home, complete with a beautifully appointed ensuite bath and dressing vanity. Downstairs, the dug-out basement provides an abundance of additional living space, with the flexibility to accommodate a recreation room, home office, gym, or guest bedroom as your family's needs evolve. Outside, beautifully landscaped front and rear gardens offer inviting spaces for entertaining, relaxing, and playing, complete with a gas BBQ hookup for effortless outdoor gatherings. Every detail of this home has been considered to maximize space, comfort, and functionality. An exceptional opportunity to enjoy the character and community of established North Leaside without compromise.

572 Broadway Avenue, Toronto

122 Brentcliffe Road, Toronto
$2,299,000
5 Beds ⋅ 4 Baths ⋅ C14133866 MLS
Welcome to 122 Brentcliffe Road, a bright and inviting family home in the highly sought-after community of Leaside. Warm, welcoming and thoughtfully laid out, this home offers beautiful hardwood floors, generous principal rooms and a functional floor plan designed to grow with you. The sun-filled living room is anchored by a charming wood-burning fireplace, while the kitchen walks out to a spacious deck and lush, exceptionally private backyard, creating an effortless setting for everyday family life and entertaining. Upstairs, three comfortable bedrooms are joined by an open den/office with the potential flexibility to become a fourth bedroom as your family grows. The spacious primary retreat features double-door entry, a beautifully updated ensuite and a generous closet with excellent potential to customize into a walk-in. The lower level adds another layer of versatility, with a separate entrance, kitchen, bedroom, bathroom, living room with a second wood-burning fireplace, separate laundry and brand-new flooring, ideal for extended family, guests or potential rental income. All of this in an exceptional northeast Leaside location, moments from Sunnybrook Park and the Don Valley's extensive trails and green space, and close to transit, shopping, everyday amenities and highly regarded local schools including Leaside High School. A wonderfully comfortable home today, with the flexibility to evolve for years to come.

122 Brentcliffe Road, Toronto

10 Red Oaks Crescent, Toronto
$3,250,000
4 Beds ⋅ 3 Baths ⋅ C14129218 MLS
Set on a quiet, tree-lined street in coveted Bennington Heights, this beautifully renovated bungalow offers a rare combination of architectural warmth, thoughtful design, and an exceptional natural setting. Occupying a generous 56-foot frontage corner lot with southern and eastern exposures, the property is surrounded by mature trees, including magnolia, ginkgo, and catalpa, creating a lush, private retreat filled with natural light. Offering approximately 2,500 sq. ft. of finished living space across two levels, the home is defined by an understated contemporary aesthetic, where hardwood floors, custom millwork, and natural materials create inviting interiors. Generous principal rooms lead to a beautifully appointed custom kitchen with integrated appliances, while a striking family room addition with built-in custom cabinetry forms a seamless connection to the garden through an oversized lift-and-slide door. The primary bedroom features an ensuite bath, while radiant heated floors in all three bathrooms, the primary bedroom, and family room addition provide exceptional comfort. The finished lower level offers a spacious recreation room anchored by a wood-burning fireplace, a versatile bonus room ideally suited as a guest bedroom, home office, or gym, and a laundry room combined with a mudroom featuring separate access to the driveway, along with abundant storage. Beyond the home, Bennington Heights is one of Toronto's most cherished residential enclaves, celebrated for its winding streets, estate-sized properties, magnificent tree canopy, and remarkable sense of tranquility. Bordered by Moore Park Ravine, the neighbourhood offers a peaceful, community-oriented lifestyle with scenic trails, excellent schools, and the shops and restaurants of Bayview Avenue moments away. Minutes to downtown. A beautifully considered home in an extraordinary setting, offering the ease of living in one of the city's most desirable neighbourhoods.

10 Red Oaks Crescent, Toronto

442 Heath Street E, Toronto
$9,495,000
5 Beds ⋅ 5 Baths ⋅ C14127394 MLS
Welcome to 442 Heath Street East, an architecturally distinctive contemporary residence offering more than 6,000 square feet across three levels in coveted Bennington Heights, with interiors by Ashley Botten. Set on an extraordinary lot, this sun-filled home pairs luxurious finishes, thoughtful built-ins, in-floor heating throughout and a heated driveway for year-round comfort. A sleek and stunning entryway features extensive storage and introduces the elegant living and dining room, complete with show-stopping floor-to-ceiling windows. The stunning modern kitchen features a large island and adjoining breakfast area. The expansive family room overlooks the landscaped backyard, while a main-floor office, powder room and attached garage add everyday convenience. Upstairs are four spacious bedrooms, a family library and laundry room, including a spectacular primary retreat with backyard views, a skylit walk-in closet and luxurious five-piece ensuite. The lower level offers a generous recreation room, fifth bedroom, full bathroom, fitness and Pilates studio, infrared sauna and ample storage. And then there is the backyard, which is reminiscent of the most exclusive resorts in the world. Discover a gorgeous swimming pool, expansive entertaining patio, outdoor cooking area, children's play treehouse, butterfly garden, outdoor table tennis and additional green space beyond the pool. Expansive windows bring exceptional natural light into the home and frame its lush surroundings. Enjoy proximity to Moore Park Ravine, the Beltline Trail, Evergreen Brick Works, parks and Bayview Avenue's shops, cafes and restaurants. Nearby schools include Bennington Heights Elementary, Bessborough Drive Elementary and Middle School and Leaside High School (subject to school board policies), with convenient TTC connections, access to downtown and the Don Valley Parkway. A rare blend of modern architecture, family comfort and resort-inspired outdoor living, this home is truly exceptional.

442 Heath Street E, Toronto

112 Southvale Drive, Toronto
$2,175,000
5 Beds ⋅ 3 Baths ⋅ C14124338 MLS
Space for the whole family to enjoy at this well-appointed South Leaside home set on a 51 ft frontage! Beautifully renovated and well-maintained, you will enjoy the incredible layout combined with private drive and a deep, secluded backyard. A rare main-floor primary suite includes heated floors, generous wardrobe storage and a three-piece ensuite with curb-less glass shower and skylight. Over 2,600 square feet of total living space (1936 sq ft above grade). Hardwood floors, traditional millwork and classic detailing carry through generous principal rooms, including a beautiful open-concept living room with gas fireplace and dining room with wainscotting. The kitchen offers soft-close drawers and stone countertops, opening to the bright breakfast area and family room. Surrounded by windows and skylights, this inviting space features heated floors, a second gas fireplace and a walkout to the garden. Upstairs are three bedrooms and a four-piece bath, offering flexibility for family life or a home office. The finished lower level with a separate side entrance has a great recreation room with built-ins, a three-piece bath, laundry and storage, plus the additional bedroom (or work from home space or gym). The fully fenced backyard is framed by mature trees and greenery, with an interlock patio, irrigation, landscape lighting and garden shed. Steps to all that Leaside has to offer, parks and excellent schools, with Bayview and Laird amenities, transit and highway access nearby. Easy commute to downtown, or north to cottage country!

112 Southvale Drive, Toronto

770 Eglinton Avenue E, Toronto
$1,199,000
4 Beds ⋅ 2 Baths ⋅ C14120588 MLS
Discover exceptional space and versatility in the heart of Leaside with this charming, generously proportioned semi-detached home, offering an inviting layout and plenty of room to grow. Thoughtfully laid out with generous principal rooms, this home features a bright and inviting living room with a wood-burning fireplace, a separate dining area ideal for entertaining, and an updated kitchen with a walkout to a private rear deck and garden. Upstairs, three well-proportioned bedrooms offer comfortable family living, complemented by a four-piece bathroom. The finished lower level adds exceptional versatility, complete with a fourth bedroom, second kitchen, three-piece bathroom, and laundry area, offering flexible space for extended family, guests, or additional living needs. A detached garage provides convenient parking and storage. Ideally situated in sought-after Leaside, within the Northlea school district and close to neighbourhood parks, shops, restaurants, and everyday amenities. A wonderful opportunity to enjoy generous living space, a functional layout, and the convenience of one of Toronto's most established family-friendly neighbourhoods.

770 Eglinton Avenue E, Toronto

4 Kenrae Road, Toronto
$949,000
2 Beds ⋅ 2 Baths ⋅ C14115994 MLS
Welcome to this charming semi-detached home in the heart of Leaside, offering a wonderful combination of comfort, flexibility and location. Featuring 2 bedrooms with the option to easily convert back to 3 bedrooms, along with 2 bathrooms, this home offers over 1600 square feet of total living space and is perfectly suited to families, professionals or those looking for additional space to grow. The updated kitchen featuring a chef's gas stove, heated floor and skylight offers a bright, fresh, functional setting for everyday living and entertaining, while the home has been newly painted throughout, creating a bright and inviting atmosphere. Step outside and discover a deep, paved, low-maintenance backyard - an exceptional outdoor extension of the living space featuring mature trees for additional privacy. A tranquil pond feature adds charm and character, creating a peaceful setting for morning coffee, entertaining or simply enjoying the outdoors. Ideally situated in one of Toronto's most desirable family neighbourhoods, this home boasts a strong 92 walk score aka "Walker's Paradise", your daily errands do not require a car! Likewise, the home is conveniently located near the new TTC Line 5 Eglinton LRT (Laird Station), as well as the TTC #88 bus to St. Clair Station (Line 1) providing excellent access across the city. Families will appreciate being within the catchment areas for Rolph Road Public School, Bessborough Middle School and Leaside High School, as well as St. Anselm (Catholic JK-Gr8), all highly regarded local schools. A great condo alternative! Immediately enjoy everything Leaside has to offer, including parks, recreation, shopping, restaurants, community amenities and convenient transportation - all while being tucked into a welcoming residential Leaside neighbourhood.

4 Kenrae Road, Toronto

34 Glenbrae Avenue, Toronto
$3,199,000
5 Beds ⋅ 4 Baths ⋅ C14115812 MLS
A spectacular one-of-a-kind North Leaside home that makes you dream of long summer days spent poolside, dinner underway in the outdoor kitchen, the game playing on the outdoor TV with evenings dining under the gazebo. This exceptional 4+1 bdrm, 4 bathroom home delivers luxury inside & out, with soaring ceilings, beautifully wallpapered accent walls and impeccable attention to detail. The open-concept living and dining boast a front bay window, while a fabulous built-in bar leads to the chef-inspired kitchen featuring an oversized centre island, pull-out pantry storage, a generous breakfast area perfect for busy family mornings. The oversized family room is a showstopper, with coffered ceilings, wall-to-wall custom built-ins and a gas fireplace, all framed with windows overlooking the backyard oasis. Step outside to your private retreat, stunning inground salt-water Gunite (concrete) pool w/sheer descent wall & 3 waterfalls, & the outdoor kitchen & pergola are designed for unforgettable family gatherings. Upstairs, the spacious primary bdrm offers a true private sanctuary with an oversized walk-in dressing room and 5 PC spa-inspired ensuite. Every bdrm features high-end custom closet cabinetry & another 5 PC bathroom. The lower level is equally impressive, w/oversized above-grade windows flooding the space with natural light, a large recreation room with wall-to-wall built-ins, a beautifully finished laundry room, abundant storage including a dedicated pantry room, and another gorgeous 3-piece bathroom all lead to the 5th bdrm now used as an elaborate home office. Families will appreciate the approx 8-minute walk to Northlea Elementary & Middle School (FR Immersion) then walking to the Eglinton/Laird LRT for work. Leaside Village is just a 5-minute drive away, with Longo's, Shoppers Drug Mart, restaurants, shops and everyday conveniences. A remarkable family home where everyday living feels like a holiday. Refer to Features & Upgrades attached.

34 Glenbrae Avenue, Toronto

10 Field Avenue, Toronto
$4,499,000
5 Beds ⋅ 5 Baths ⋅ C14106058 MLS
Welcome to 10 Field Ave. Primely located in the heart of South Leaside this rare offering is steps to Bessborough P.S & St. Anselm's. Completely renovated this unique property is a perfect forever family home. Offering over 5000 sf of living space! The main floor family room is a perfect place to host large gatherings, being over 400 sf of open-concept living with a walk-out to a secluded garden, pool & hot tub. The kitchen was renovated in 2020 and is truly a Chef's kitchen featuring: Subzero 36" fridge & 36" freezer, Wolf 48" 6-burner gas stove with a double oven and BBQ + a Professional line Wolf 48" exhaust, Miele coffee machine, steam oven, wine fridge & additional beverage fridge. Wall-to-wall pantry and tons of storage. A classic center hall layout with a formal Dining & Living room. (could be main floor office). The Primary suite is very spacious with a gas fireplace, "his and hers" ensuites (new 2026) & 2 walk-in closets. The bedrooms are generously sized. 2nd floor laundry room. Kids can kick off their shoes in the mudroom & head downstairs to the rec. room. The 5th bedroom is ideal for a live-in Nanny or could be a great gym. This home has TONS of storage & great parking! A sunny turnkey home on a premium double lot that pies to 53 ft.!

10 Field Avenue, Toronto

817 Millwood Road, Toronto
$1,949,000
3 Beds ⋅ 3 Baths ⋅ C14099652 MLS
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside.

817 Millwood Road, Toronto

164 Glenvale Boulevard, Toronto
$2,150,000
3 Beds ⋅ 3 Baths ⋅ C14091094 MLS
Enjoy the Best of Leaside Living. Experience the space, comfort and lifestyle that make Leaside such a sought-after Toronto neighbourhood. Enjoy open, inviting living spaces, with the added flexibility of an extra kitchen, ideal for extended family, entertaining or working from home. Recent renovations add valuable living space and versatility to suit your needs. Outside, a generous, private backyard provides a peaceful retreat, complemented by convenient private driveway parking. Just steps from the Sunnybrook trail network, enjoy easy access to scenic walking and cycling routes, connecting you to nature right from your doorstep. A wonderful opportunity to enjoy the best of Leaside living, where neighbourhood charm, everyday convenience and outdoor recreation come together.

164 Glenvale Boulevard, Toronto

551 Broadway Avenue, Toronto
$3,899,000
3 Beds ⋅ 5 Baths ⋅ C14089238 MLS
Exceptional Custom-Built Luxury Home In Prestigious North Leaside! Completed In 2024, This Stunning Approx. 3,000 Sq. Ft. Detached Residence Showcases Contemporary Architecture, Sophisticated Design And Outstanding Craftsmanship. Located In A Highly Desirable Neighbourhood, This Home Offers Modern Elegance And Exceptional Comfort. The Spectacular Open-Concept Main Floor Features Soaring 11-Ft Ceilings, Floor-To-Ceiling European Aluminum Windows And An Abundance Of Natural Light, Enhanced By 7 Skylights Throughout. Premium European Engineered Hardwood Flooring Extends Across The Main And Second Levels. A Stylish Private Office With Custom Wood And Glass Doors Provides An Ideal Workspace, While The Living And Dining Areas Feature Striking Custom 3D Fireplaces And Designer Wall Units. The Gourmet Kitchen Boasts Sleek Carbon Cabinetry And Premium JennAir Appliances, Including A 6-Burner Gas Stove And Built-In Oven. Upstairs, Four Spacious Bedrooms Offer Bright, Inviting Living Spaces. The Luxurious Primary Suite Features A Boutique-Style Walk-In Closet And Spa-Inspired 5-Piece Ensuite With Heated Floors. Skylights Illuminate The Upper-Level Bathrooms And Closets. The Beautifully Finished Walk-Up Lower Level Is An Entertainer's Dream, Featuring Heated Floors, A Custom 100-Bottle Wine Display, Elegant Wet Bar With Accent Lighting And Built-In Wine Fridge. Additional Highlights Include Heated Foyer And Bathroom Floors, Exquisite Designer Tilework And Exceptional Attention To Detail. Conveniently Located Near Excellent Schools, Parks, Shopping And Amenities. A Rare Opportunity To Own A Modern Architectural Gem In One Of Toronto's Most Sought-After Neighbourhoods!

551 Broadway Avenue, Toronto

50 Leadale Avenue, Toronto
$1,980,000
3 Beds ⋅ 3 Baths ⋅ C14087160 MLS
Charming Family Home In Prime South Leaside On Corner Lot Moments From Bayview's Vibrant Shops And Dining! Nestled On A Quiet Highly Sought-After Cul-de-sac Just Steps From Sandy Bruce Park & Rolph Public School, This Beautifully Updated 3-Bedroom Home Offers The Ultimate Blend Of Community, Privacy And Convenience. Features Include Professionally Landscaped Gardens, Attached Double Garage, And A Private Two-Car Driveway. Main Floor: A Welcoming Foyer Opens To A Bright, Sun-Filled Living Room With Solid Oak Floors, A Remote Controlled Gas Fireplace With A Marble Surround, And Custom Millwork. Living & Dining: An Open-Concept Layout Complete With An Expansive Bay Window. Kitchen: A Cozy, Eat-in Space Boasting A Large Carrera Marble Island, Quartz Countertops, Custom Cabinetry, And A Coffered Ceiling. A Main-Floor Powder Room Adds Ultimate Convenience. Three Bedrooms On The Upper Level All Feature Solid Oak Floors. The Primary Retreat Features A Large Walk-In Closet And Walkout To A Private IPE Wooden Terrace Overlooking The Backyard With Gas Hookup. Additional Gas Hookup In Backyard. Primary Ensuite Fully Renovated In 2025 Offering Heated Porcelain Floors, A Custom Double Vanity with Carrera Marble Countertop And A Porcelain, Glass-Enclosed Rain Shower. Plus An Additional 4-piece Bathroom Upstairs With Marble Floor And Surround. A Lower Level Recreation Room Is Finished And Versatile, Featuring Hardwood Flooring, And A Full Laundry And Storage Area Complete With Limestone Flooring. Notable Improvements & Upgrades: (2025)Primary Ensuite Renovation (Heated Porcelain Floors, Spa Inspired Rain Shower, Custom Double Vanity). (2021)Front Yard Stonework And Professional Landscaping, Professionally Landscaped Backyard (Western Red Cedar Fencing, Turf). (2016)IPE Deck Installation Off Primary Bedroom, Remote Controlled Town And Country Gas Fireplace In Living Room, Marble Fireplace Surround And Custom Millwork. Interior & Exterior Painted(2026). Primary Ensuite Painted(2025).

50 Leadale Avenue, Toronto

48 Sharron Drive, Toronto
$3,449,000
5 Beds ⋅ 4 Baths ⋅ C14029936 MLS
Stunning Custom-Built Residence In The Highly Sought-After Bessborough School District! Steps To The Vibrant Shops, Restaurants And Cafés Along Bayview Avenue, With Convenient Access To Public Transit And Major Highways. Offering Approximately 3,400 Sq. Ft. Of Beautifully Designed Living Space, Including A Lower-Level Nanny Suite With A Separate Entrance, Full Kitchen And Spacious Recreation Room. Thoughtfully Designed Open-Concept Main Floor With Soaring 10-Ft Ceilings, Perfect For Everyday Living And Entertaining. Gourmet Kitchen Featuring An Impressive 11-Ft Island. Expansive Floor-To-Ceiling Windows Flood The Home With Natural Light. Generously Sized Bedrooms With Custom Closet Organizers, Including A Luxurious Primary Retreat With A Spa-Inspired Ensuite Featuring An Oversized Shower With Massage Jets. Fourth Bedroom Features Custom Office Built-Ins, Ideal For Working From Home. Abundant Storage Throughout, Including A Spacious Mudroom And Large Garage Storage Loft. Built-In Garage Plus A Private Driveway Accommodating Up To Three Additional Vehicles. Smart Home Features, Two Full Kitchens And Two Laundry Rooms Offer Exceptional Convenience And Flexibility. A Rare Opportunity To Enjoy Modern Comfort, Thoughtful Design And Exceptional Functionality In The Heart Of Leaside!

48 Sharron Drive, Toronto

127 Glenvale Boulevard, Toronto
$2,088,000
4 Beds ⋅ 4 Baths ⋅ C14028884 MLS
Welcome to a home ( Legal Duplex) where thoughtful design meets elevated living. A beautiful transformed three-bedroom semi that blends luxury, functionality and investment potential. Completely renovated from top to bottom, this home showcases sleek contemporary design, high-end materials and a layout crafted for modern living. The " SEPARATE METERED legal basement suite" is finished to the same high standard, making it perfect for extended family, guests or a strong income stream, or use it as part of their house. With refined styling, efficient use of space, and premium upgrades throughout, this property is the perfect balance between personal comfort and smart real estate investing. Hybrid HVAC furnace + heat pump, foam insulation, including attic, sound proof insulation on wall with adjacent neighbour, concrete in-ground pool w/safety enclosure, wall-to-wall storage in all three second upper floor bedrooms, hidden prep kitchen and pantry. Artificial turf backyard, over 120 sq/ft of attic storage, too many upgrades and features to list. A pleasure to show.

127 Glenvale Boulevard, Toronto

136 Glenvale Boulevard, Toronto
$1,499,000
4 Beds ⋅ 2 Baths ⋅ C14021250 MLS
Welcome to North Leaside living at its finest! This exceptional extra-wide semi-detached home has been beautifully renovated and thoughtfully expanded, offering nearly 2,000 sq. ft. of stylish living space, including a spacious rear addition and desirable third bedroom.Enjoy a brand-new kitchen with stainless steel appliances, new hardwood flooring throughout, and all-new windows. The bright, versatile layout is perfect for modern family living and entertaining.Outside, a private and spacious garden creates the perfect setting for summer BBQs and relaxation, complemented by a large storage shed. A rare private driveway with parking for up to 4 cars adds incredible convenience.Ideally located just steps from Northlea Public School with English & French Immersion programs, and minutes to Eglinton TTC, Leaside subway & LRT stations, Serena Gundy Park and Sunnybrook Dog Park.A rare opportunity to own a beautifully updated, move-in-ready home in one of North Leaside's most sought-after neighbourhoods.

136 Glenvale Boulevard, Toronto

35 Bessborough Drive, Toronto
$3,650,000
5 Beds ⋅ 5 Baths ⋅ C14011372 MLS
A rare offering on Bessborough in the heart of Leaside: a beautifully renovated 3-bedroom 3-bathroom home home paired with a brand-new, exceptionally finished 2+1 bedroom 2 bathroom garden residence, creating a remarkable 5+1 bedroom living opportunity at almost 3000 square feet across two distinct homes.The main house has been extensively renovated with a warm, elevated finish throughout. The main floor features hardwood flooring, a wood-burning fireplace, a Cameo kitchen with Statuario marble backsplash and Caesarstone quartz countertops, built-in wine fridge, and a convenient office area just off the kitchen. Upstairs, three bedrooms include a vaulted-ceiling primary retreat with heated ensuite floors, while the finished lower level adds valuable living space with a steam shower, heated floors, gym area. New windows, central air, a cedar deck, updated driveway and landscaped outdoor space complete the home.Far beyond a traditional garden suite, the newly built rear residence has been designed and finished to the standard of a luxury home in its own right. Offering two bedrooms plus a flexible office, nursery or sitting area, it features a custom Irpinia kitchen and millwork, Miele appliances, marble backsplash, Caesarstone quartz countertops and seating for six at the island/peninsula. Radiant in-floor heating runs throughout both levels, while the primary suite includes a walk-in closet, grasscloth feature wall and spa-inspired ensuite with soaker tub and separate water closet. Second-floor laundry, air conditioning and a private interlock walkway complete the space.Ideal for multigenerational living,extended family, guests, passive income or those looking for exceptional flexibility, this is a unique opportunity to enjoy two beautifully finished residences on one of Leaside's most sought-after streets.

35 Bessborough Drive, Toronto

15 Moorehill Drive, Toronto
$3,900,000
6 Beds ⋅ 4 Baths ⋅ C14010858 MLS
An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft of finished living space across three levels, including the built-in double garage. With five plus one bedrooms, four bathrooms, generous principal rooms, and outstanding privacy, it is thoughtfully designed for comfortable family living and effortless entertaining. The main level features gracious living and dining rooms, a custom kitchen, and an inviting family room at the heart of the home. French doors and multiple walkouts extend the interiors to the private backyard and charming side gardens, creating a seamless connection between indoor and outdoor living, while abundant natural light enhances the home throughout. Upstairs the private primary suite features two custom walk-in closets and a marble appointed ensuite. Four additional bedrooms are bright and generously proportioned, providing excellent space for children, family, and guests. The finished lower level offers exceptional versatility with a spacious recreation room and nanny's room, laundry facilities, cedar closet a workshop, and extensive storage, easily accommodating recreation and the practical needs of a growing household. Bennington Heights is cherished for its tranquil, family-oriented streets and strong sense of community. The home is moments from ravine trails, Bennington Park, and the shops, restaurants, cafe, and the amenities of Bayview Avenue. Nearby schools include Bennington Heights Elementary School, Bessborough Drive Elementary and Middle School, and Leaside High School. A distinguished Bennington Heights residence offering exceptional space, privacy and family living.

15 Moorehill Drive, Toronto

4 Douglas Crescent, Toronto
$4,999,000
5 Beds ⋅ 5 Baths ⋅ C13854620 MLS
You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods.

4 Douglas Crescent, Toronto

45 Mcrae Drive, Toronto
$1,995,000
4 Beds ⋅ 2 Baths ⋅ C13842740 MLS
Welcome To This Exceptional Detached 2-Story Home On A Premium 30.58 x 120 Ft South-Facing Lot, private Drive, In Highly Coveted South Leaside! Steps To Top-Tier Schools Including Rolph Road Elementary, Bessborough Drive & Leaside High School. Enjoy Seamless Transit, Easy Commuting & The Beautiful, Vibrant Vibe of Bayview Avenue's Renowned Shops & Restaurants. Professionally Landscaped Grounds Feature Multi-Zone Irrigation & A Resort-Style Backyard W/ Inground Pool, Waterfall Accent & Custom Poolside Cabana. Double Side-Yard Sheds + Private 2-Car Drive.Sophisticated Open-Concept Main Level Features Hardwood Floors, Crown Moulding, LED Lighting & California Shutters. Cozy Wood-Burning Fireplace In Living Room Flows Into Seamless Dining Space. Chef's Kitchen Boasts Updated Cabinetry, Quartz Surfaces, 3-Seat Peninsula & Dedicated Built-In Beverage Centre.Upper Level Offers 3 Bright Bedrooms W/ Hardwood & Primary Retreat W/ Double Closet. Fully Renovated 5-Pc Spa-Like Washroom Features Dual Vanities, Frameless Glass Shower & Luxury Heated Floors. Fully Finished Lower Level Adds Massive Footprint W/ Sprawling Rec Room, Quiet Dedicated Home Office, Functional Laundry, 3-Pc Bath & Tons of Storage!We Appreciate Your Interest In This Spectacular Property and Warmly Welcome You to Experience the Perfect Blend of Luxury, Comfort, and Neighborhood Charm. Come Tour This Exceptional South Leaside Masterpiece and Discover Your Next Dream Home! Don't miss the virtual tour.

45 Mcrae Drive, Toronto

319 Rumsey Road, Toronto
$3,589,000
4 Beds ⋅ 4 Baths ⋅ C13831502 MLS
Welcome to 319 Rumsey Rd, a beautifully renovated 2,600 sq. ft. home in the highly sought-after Leaside community! This exceptional residence features 4 spacious bedrooms and 4 bathrooms, offering plenty of room for comfortable family living. 2 bathrooms on the 2nd floor have floor heating. One heater in the garage too. 2 skylights are making a lot of natural sunlight. Situated on a well-landscaped 35 x 135 ft lot, the property boasts a private driveway with parking for 2 cars and a built-in garage. Enjoy a functional layout, stylish renovations, and a fantastic family-friendly neighbourhood surrounded by excellent schools, parks, shopping, restaurants, and transit. Conveniently located near Bayview Avenue, Laird Drive, Eglinton Avenue, TTC, and the Eglinton Crosstown. A wonderful opportunity to move in and enjoy everything Leaside has to offer!

319 Rumsey Road, Toronto

38 Killdeer Crescent, Toronto
$3,895,000
4 Beds ⋅ 3 Baths ⋅ C13830842 MLS
Tucked away on one of North Leaside's most coveted streets, this exceptional ravine property offers a rare sense of space, privacy, and possibility. While its street frontage is understated, the pie-shaped lot widens almost immediately from the street, unfolding into an extraordinary park-like setting surrounded by mature greenery and overlooking the ravine.The existing detached bungalow offers over 2,000 square feet above grade, with generous principal rooms, three bedrooms, and expansive views across the property. A family room, with incredible vaulted ceiling, and primary bedroom overlooking the ravine make the natural setting an integral part of everyday life. The recently renovated lower level, fully above grade at the rear of the home with multiple walk-outs, adds remarkable flexibility with additional living, working, and guest space. For those drawn to the ease and scale of bungalow living, the home presents an increasingly rare opportunity to enjoy a substantial footprint in one of Toronto's most established neighbourhoods. For others, the nearly 300-foot-deep lot offers an extraordinary canvas upon which to create a one-of-a-kind custom residence in a truly special setting. Moments from Serena Gundy and Sunnybrook Parks, excellent schools, and the amenities of Leaside, this is a unique opportunity where exceptional land, ravine privacy, and long-term potential come together.

38 Killdeer Crescent, Toronto

178 Hanna Road, Toronto
$1,995,000
3 Beds ⋅ 2 Baths ⋅ C13796982 MLS
Welcome to 178 Hanna Road, a charming and fully updated 3-bedroom, 2-bathroom detached home in highly sought-after South Leaside, where classic Leaside character, modern comfort, and an incredible private backyard come together to create the perfect setting for family life. From the moment you arrive, the home feels warm and inviting, with bright, beautifully updated interiors and comfortable living spaces designed for everything from quiet evenings at home to gathering with family and friends. Three well-proportioned bedrooms provide plenty of space for a growing family, while the thoughtful updates throughout make this a truly move-in-ready home. Step outside and the experience continues into an incredibly private, professionally landscaped backyard that feels like a hidden urban retreat in the heart of Toronto. Two large decks create multiple spaces for outdoor dining, entertaining, and relaxing, while low-maintenance turf, a full irrigation system, and landscape lighting on a timer make the grounds as effortless to enjoy as they are beautiful, day or night. A professional dog run and dedicated storage she dare discreetly positioned at the rear of the backyard, adding functionality while preserving the beauty and privacy of the outdoor space. And then there is the location. Living at 178Hanna Road means enjoying the quintessential South Leaside lifestyle, where tree-lined streets, top-ranking schools, neighbourhood parks, recreation, and a strong sense of community are all part of everyday life. Just a short stroll away, Bayview Avenue brings some of Toronto's most popular shops, cafes, bakeries, restaurants, and everyday conveniences right to your doorstep, while nearby transit provides easy access throughout the city. It is this combination that makes homes for sale in South Leaside so sought after, and 178 Hanna Road captures it beautifully. This is more than a house in Leaside, it is a place to put down roots, make memories, and call home for years to come.

178 Hanna Road, Toronto

431 Heath Street E, Toronto
$5,949,000
5 Beds ⋅ 6 Baths ⋅ C13778884 MLS
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.POOL PERMIT HAS BEEN ACCEPTED!

431 Heath Street E, Toronto

42 Rykert Crescent, Toronto
$4,949,000
6 Beds ⋅ 5 Baths ⋅ C13774530 MLS
Welcome to 42 Rykert Crescent, an exceptional opportunity in prestigious South Leaside, set on an extraordinarily rare 40 x 350+ ft. deep ravine lot a remarkable setting - offering privacy, mature trees and a true retreat in the city. This impressive 5-bedroom, 5-bathroom residence offers approximately 3,390 sq. ft. above grade plus 1,648 sq. ft. of finished lower-level space, thoughtfully designed for both everyday family living and large-scale entertaining. The heart of the home is the newly renovated, oversized chef's kitchen, featuring two large islands, granite countertops, an expansive pantry, top-of-the-line appliances and extensive custom cabinetry and built-ins. The generous principal rooms include an elegant dining room, spacious living room with fireplace and built-ins, breakfast area and private main-floor office. Upstairs, the expansive primary retreat features a walk-in closet and luxurious 6-piece ensuite, complemented by four additional bedrooms and beautifully renovated bathrooms. The newly finished lower level extends the living space with a large recreation room with fireplace and built-ins, a gym and additional bedroom. Outside, enjoy the incredible depth and privacy of this ravine property, along with a rare and exceptional offering for Leaside: a two-car garage and parking for up to six vehicles. Additional features include extensive custom built-ins, hardwood flooring, central air and a security system with cameras. A truly rare Leaside offering combining a spectacular ravine lot, substantial family home, extensive renovations and exceptional entertaining space - just minutes from everything that makes Leaside one of Toronto's most sought-after neighborhoods.

42 Rykert Crescent, Toronto

40 Divadale Drive, Toronto
$3,999,999
5 Beds ⋅ 5 Baths ⋅ C13754186 MLS
Welcome to an exceptional custom residence in the heart of coveted North Leaside. Impeccably designed with refined craftsmanship, sophisticated finishes, and an effortless sense of luxury, this remarkable home is perfectly suited to both elegant entertaining and comfortable family living. An impressive array of premium features include heated basement floors, a private sauna and hot tub, sophisticated wet bar and wine cellar, custom cabinetry, rich walnut flooring and top-of-the-line appliances. Every element has been thoughtfully curated to create a residence of exceptional quality and distinction. Ideally positioned just steps from the Crosstown LRT, highly regarded schools, boutique shop, acclaimed restaurants, parks and Sunnybrook Hospital. This is a rare opportunity to enjoy the very best of North Leaside living. Simply move in, settle in, and experience a home where luxury, lifestyle and location come together effortlessly.

40 Divadale Drive, Toronto

553 Broadway Avenue, Toronto
$3,475,000
5 Beds ⋅ 5 Baths ⋅ C13753904 MLS
This Leaside jewel has serious attention to detail everywhere you look. Classic finishes with design elements well integrated throughout the entire home create an elegant, serene flow from one exquisite space to the next. Ebony hardwood floors greet you on entry through the front living room and formal dining room. The gourmet kitchen with breakfast bar is combined with a family room which features a built-in entertainment wall, and there is also a casual dining area overlooking the walkout sundeck and stunning south facing landscaped yard. On the second floor the primary bedroom features soaring ceilings, a Juliet balcony, 6 piece ensuite with steam shower and a generous walk-in closet. There are also three more large bedrooms (all with ensuites) and convenient second floor laundry. The lower level is expansive and bright, with nine foot ceilings, a massive recreation room with a gas fireplace, walk-out to the yard and in-law/nanny suite optionality. As you walk through, it just feels like home. Not to be missed.

553 Broadway Avenue, Toronto

7 Lumley Avenue, Toronto
$6,995,000
5 Beds ⋅ 7 Baths ⋅ C13669542 MLS
A stunning, brand new 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. This well-executed 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 marble 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 with a separate entrance to a self-contained in-law/nanny suite, along with a 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.

7 Lumley Avenue, Toronto

354 Bessborough Drive, Toronto
$3,299,999
6 Beds ⋅ 5 Baths ⋅ C13660624 MLS
Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods. This 4+2 bedroom, 5 bathroom home blends modern style with everyday function, offering the perfect move-in-ready package for growing families. Completely renovated in 2025, the property boasts premium updates including a modern kitchen equipped with top-of-the-line KitchenAid and Miele appliances. Enjoy beautiful hardwood floors throughout, enhanced by the warmth of four gas fireplaces creating cozy living spaces. The home features two convenient laundry rooms, a new roof 2025, ensuring comfort and peace of mind. Step inside to find sun-filled principal rooms, sleek contemporary finishes, and thoughtful upgrades throughout, creating a space that feels both polished and welcoming. Upstairs, four generous bedrooms and beautifully appointed bathrooms provide comfortable, private space for the whole family. Basement creates the perfect space for extended family, in-laws or nanny quaters - whatever your family needs. Then you can Relax, unwind, and get lost in your backyard oasis where everyday feels like a getaway.Perfectly positioned just steps to Leaside's charming shops and cafés, with easy access to TTC transit, this home is also close to top-rated schools and Sunnybrook, plus nearby parks and green space for outdoor enthusiasts. A rare opportunity to own a fully renovated home in one of Leaside's best pockets - luxury, location, and lifestyle all in one.

354 Bessborough Drive, Toronto

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