Leaside is one of Toronto’s most established and desirable neighbourhoods, known for its tree-lined streets, top-ranked schools, beautiful family homes, and strong community feel. From luxury custom homes and renovated detached properties to boutique condos and family-friendly streets near Bayview Avenue, Leaside offers a highly sought-after lifestyle in Midtown Toronto. The Chantel Crisp Real Estate Team provides strategic real estate guidance throughout Leaside, helping buyers and sellers navigate the market with thoughtful preparation, local expertise, data-driven pricing strategies, and concierge-style support.
Homes For Sale In Leaside + Bennington Heights
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61 Hanna Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13838276
61 Hanna Road Toronto M4G 3M8 
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13838276
- Bedrooms:
- 4
- Bathrooms:
- 4
A true South Leaside classic, this wonderful 4-bdrm detached home beautifully captures the architectural character of Leaside's 1930/40s homes. From the moment you arrive, the arched stone entrance with its handsome keystone and voussoirs makes a lasting impression. Inside, you'll find lots of leaded glass windows and a spectacular leaded bay window in the living room, along with antique leaded glass doors that add warmth and timeless charm. The living room is anchored by a traditional wood-burning fireplace, perfect for cozy winter evenings, while the rear addition creates a generous sunken family room with a skylight for tons of natural light & a walk-out to the oversized deck that's hosted many family BBQs, evening cocktail hours and Saturday morning breakfasts. The kitchen was extended as part of the addition and overlooks the family room, with a breakfast area that is also multitasking as a home office. Upstairs, the fourth bdrm adds valuable family space over the attached garage, something rarely found in these classic Leaside homes. The lower level offers a recreation room with decorative fireplace, above-grade window and a 2-piece bath, with plenty of potential for those ready to add their own finishing touches the lower level could shine once more. Lovingly maintained and ready to move into, renovate or reimagine, who knows what treasures may be waiting beneath that broadloom? Ideally located in Prime South Leaside between McRae & Millwood, just a 6-minute walk to the Leaside Library and Trace Manes Park for sports, recreation and family fun. Steps to Bayview Ave's shops, services & restaurants, with the LRT close at your doorstep. Families will appreciate the Rolph Road Elementary School catchment as well as nearby Bessborough Drive Elementary & Middle School and St Anselm Catholic School. A rare opportunity to own a home with authentic South Leaside character, exceptional potential and a location that puts so much within easy reach. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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197 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13835218
197 Randolph Road Toronto M4G 3S6
$2,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13835218
- Bedrooms:
- 5
- Bathrooms:
- 5
Set on a 33 x 133 ft lot, 197 Randolph Road is a beautifully detailed family home offering exceptional space, thoughtful functionality and extensive millwork throughout. A private drive and built-in garage complement interiors defined by oak hardwood floors, plaster cornice mouldings, wainscotting, panelling and archways. The marble-tiled foyer opens to bright principal rooms, including a living room with picture window and adjoining dining room anchored by a gas fireplace. At the heart of the home, the kitchen features custom cabinetry, granite counters and backsplash, breakfast bar, abundant storage and high-end appliances. The adjoining breakfast area walks out to the rear deck and flows into the family room with coffered ceiling, gas fireplace, built-ins and double-door walkout to the yard. A separate home office between the main and second levels provides a quiet, versatile retreat with rich wood panelling alongside a powder room. Upstairs, the primary suite offers a double closet, walk-in closet with oak organizers and skylight, plus a seven-piece ensuite with heated marble floors, double vanity, freestanding tub and glass-enclosed shower. Three additional bedrooms include one with a built-in desk and four-piece ensuite, another with a walk-in closet and semi-ensuite, and a generous fourth bedroom with double closet. Dedicated second-floor laundry adds everyday convenience. The finished lower level, with garage and exterior access, features radiant heated floors, a recreation room with gas fireplace, built-in entertainment unit, wet bar, glass-door wine cellar and walkout, plus a fifth bedroom, four-piece bath, second laundry and ample storage. Outside, enjoy a professionally landscaped, fully fenced yard with deck, hot tub, BBQ gas line and irrigation. Ideally situated in South Leaside within Rolph Road, Bessborough and Leaside High School districts, and steps from the new LRT, Bayview and Laird, Trace Manes Park, tennis courts, community centre and library. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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319 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13831502
319 Rumsey Road Toronto M4G 1R6
$3,589,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13831502
- Bedrooms:
- 4
- Bathrooms:
- 4
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. 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! More detailsListed by HOMECOMFORT REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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38 Killdeer Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13830842
38 Killdeer Crescent Toronto M4G 2W8
$3,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13830842
- Bedrooms:
- 4
- Bathrooms:
- 3
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. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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112 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13830522
112 Southvale Drive Toronto M4G 1G7
$2,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13830522
- Bedrooms:
- 5
- Bathrooms:
- 3
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! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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10 Noel Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13823980
10 Noel Avenue Toronto M4G 1B3
$3,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13823980
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 10 Noel Ave, a stunning detached home in the highly coveted Bennington Heights neighbourhood. A 50ft x 100ft lot nestled on a peaceful, tree-lined street, this beautifully maintained residence blends classic charm with modern updates. Inside, you'll find spacious principal rooms, hardwood floors, and a kitchen with stainless steel appliances, perfect for family living and entertaining. Step outside to a private backyard oasis featuring a gorgeous in-ground pool, ideal for summer lounging and hosting. Located in one of Toronto's most exclusive communities, surrounded by ravine trails, top-rated schools, and just minutes to Bayview, Leaside, Evergreen Brick Works, and the DVP. 10 Noel Ave is a true hidden gem offering elegance, comfort, and a lifestyle second to none. More detailsListed by RE/MAX ULTIMATE REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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63 Thursfield Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13820676
63 Thursfield Crescent Toronto M4G 2N4
$948,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13820676
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 63 Thursfield Crescent, a charming family home tucked away on a quiet, tree-lined street in the heart of highly sought-after North Leaside. Offering a wonderful blend of warmth, functionality, and flexibility, this inviting residence provides comfortable living spaces designed to grow with you. The main floor offers an easy flow for everyday living and entertaining, while the home's multiple bedrooms and finished lower level provide plenty of room for family, guests, a home office, or recreation space. Outdoors, enjoy a private backyard with a rear deck and space to relax, entertain, and play. A rear garage adds valuable versatility for parking, storage, or additional workspace. Ideally located within the coveted Northlea Public and Leaside Secondary School districts and surrounded by parks, shops, restaurants, transit, and the everyday conveniences that make Leaside such a beloved neighbourhood. A fantastic opportunity to settle into an established community and make this home your own. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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308 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13814472
308 25 Malcolm Road Toronto M4G 1X7
$645,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13814472
- Bedrooms:
- 2
- Bathrooms:
- 1
Bright, stylish, and thoughtfully laid out, this 701 sq. ft. 2-bedroom, 1-bathroom condo puts you right in the heart of Leaside, one of Toronto's most desirable neighbourhoods. With a sensible floor plan, south-facing exposure, charming balcony, and plenty of natural light, this is a home that makes the most of every square foot. Enjoy open-concept living and dining area while the second bedroom offers incredible flexibility - use it as a comfortable bedroom, home office, guest space, or whatever suits your lifestyle. The kitchen features a long island with plenty of room for prep, dining, and gathering, making it the natural hub of the home. Enjoy everything Leaside has to offer with an abundance of shops, restaurants, cafés, groceries, schools, community amenities, and everyday conveniences right at your doorstep. Transit is also easily accessible, including the Eglinton LRT, while quick access to the Bayview Extension and Don Valley makes getting around the city by car a breeze. Enjoy an impressive collection of building amenities including a beautiful rooftop terrace with BBQs, fitness centre, concierge, pet-friendly facilities including a dog spa, and secure underground parking. Add in a wide parking space and a welcoming community of neighbours, and you have a building that truly feels like home. Whether you're a first-time buyer, downsizer, investor, or simply looking for a well-connected home in Leaside, this one checks all the boxes. Move in, settle in, and start enjoying everything this vibrant neighbourhood has to offer. More detailsListed by RIGHT AT HOME REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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817 Millwood Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13815026
817 Millwood Road Toronto M4G 1W3 OPEN HOUSE: Sep 29, 202603:00 PM - 05:00 PM EDTOpen House on Tuesday, September 29, 2026 3:00PM - 5:00PM
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13815026
- Bedrooms:
- 3
- Bathrooms:
- 3
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. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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191 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13815320
191 Glenvale Boulevard Toronto M4G 2W5
$1,359,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13815320
- Bedrooms:
- 2
- Bathrooms:
- 1
Prestigious Prime North Leaside! Rarely available bungalow on 30 x 125 ft lot. Surrounded by multi-million dollar homes, this is a terrific opportunity to build in a high demand neighbourhood. Wonderful home features hardwood floors, living room has lovely bay window and fireplace, private driveway with detached garage. Separate side entrance to finished basement featuring rec room with fireplace and built-in shelves, office. Near Sunnybrook hospital, walk to Eglinton LRT station. Being sold "as is". More detailsListed by RE/MAX ULTIMATE REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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House in Toronto
Residential Freehold- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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178 Hanna Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13796982
178 Hanna Road Toronto M4G 2N8
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13796982
- Bedrooms:
- 3
- Bathrooms:
- 2
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. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated September 29, 2026 at 12:15 PM (UTC)
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