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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41 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13209730
41 Southvale Drive Toronto M4G 1G1 OPEN HOUSE: May 30, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 30, 2026 2:00PM - 4:00PMOPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13209730
- Bedrooms:
- 4
- Bathrooms:
- 3
A truly unique detached home in sought-after South Leaside offering exceptional flexibility, space, and lifestyle in one of Toronto's most desirable family-oriented neighbourhoods. Originally a charming two-bedroom bungalow with an additional room above the garage, ideal as a bedroom, family room, or home office. This home was thoughtfully reinvented with a spacious second-storey addition. The upper level now features two additional bedrooms with soaring ceilings, excellent closet space, and a full ensuite washroom, creating the perfect retreat for growing families or multi-generational living. The versatility continues in the lower level with a separate side entrance offering exciting potential for rental income or an in-law suite. A 2-piece washroom could be expanded into a full bath, while generous storage, laundry area, workshop space, and potential kitchen setup add endless possibilities. Alternatively use this extra space for your family as a recreation room, gym, office or play space. Updated kitchen and washrooms, many newer windows, and hardwood flooring allow you to move right in and enjoy. Outside, enjoy parking for two cars with a private driveway and built-in garage. The sunny south-facing backyard is a wonderful place to entertain family and friends, complete with a private deck and BBQ gas line. TTC at your doorstep and quick access downtown via the Bayview Extension make commuting effortless. Stroll to the shops, restaurants, cafés, and everyday conveniences along Laird Drive, Millwood Road, and Bayview Avenue. Excellent schools, numerous parks, and scenic trails for walking, running, and biking complete the incredible lifestyle this location offers. Don't miss the Leaside Memorial Gardens with double ice pad rink, hockey shop, snack bar, banquet room, indoor swimming pool and curling club. A wonderful way to live in a highly coveted neighbourhood where community and convenience come together beautifully! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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52 Killdeer Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13207034
52 Killdeer Crescent Toronto M4G 2W8
$4,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13207034
- Bedrooms:
- 5
- Bathrooms:
- 6
Experience refined ravine-side living in this extraordinary luxury Leboeuf built residence designed by renowned Architect Peter Higgins offers exceptional design, timeless elegance and resort-inspired outdoor living in one of the area's most coveted settings. This spectacular 4+1 bedroom, 6 bathroom home boasts approx 5355 SF of total living space created by Jennifer Worts Interior Design, showcasing expansive principal rooms, soaring ceilings, designer finishes and panoramic windows that capture breathtaking views of the lush ravine backdrop. The heart of the home is the stunning chef's kitchen featuring custom cabinetry, butler's pantry, oversized statuario marble island, countertop & backsplash effortlessly flowing in the sun-filled family rm where a walk-out leads to an oversized deck complete with glass railings overlooking the magnificent backyard oasis. Designed for both grand-scale entertaining and everyday living, the outdoor space is truly unforgettable with a glorious inground pool offering total privacy against the tranquil ravine setting. Upstairs, the lavish primary retreat offers a spa-inspired ensuite, expansive walk-in closet, serene nature views, while the additional bedrooms are generously sized with access to equally beautiful ensuite baths. The fully finished walk-out lower level elevates the lifestyle experience even further with a spacious recreation room, additional bdrm, bath and a w/out to the pool, creating the ultimate indoor-outdoor flow ideal for entertaining or private relaxation. Every detail of this exceptional home has been thoughtfully curated to deliver timeless elegance, luxurious comfort & seamless functionality. From the dramatic architectural presence to the resort-calibre backyard sanctuary, this rare ravine property offers an unparalleled opportunity to enjoy sophisticated living in a breathtaking natural setting while remaining close to top schools (Northlea & Leaside High), parks, shopping, and all Leaside has to offer. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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503 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13205964
503 Sutherland Drive Toronto M4G 1K9
$1,428,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13205964
- Bedrooms:
- 3
- Bathrooms:
- 2
Renovated North Leaside 3-bedroom, spacious semi that feels like a detached home. The main floor is open concept, perfect for a growing family. The kitchen overlooks the dining room, featuring a large island with a breakfast bar, custom-built-in seating bench & stainless steel appliances with a gas stove for those who love to cook. The dining room opens onto a deck and a sunny, deep garden. The bedrooms are generously sized. The basement offers a rec. room, 3pc. bath accessible by a separate side entrance. There is a legal 2-car parking at the rear, plus room for a 3rd car at the front for convenience (not a legal pad). Steps to Northlea French Immersion P.S., Serena Gundy Park System, TTC, and LRT. A warm and inviting home! 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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6 Beaufield Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13204098
6 Beaufield Avenue Toronto M4G 3R3
$1,459,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13204098
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 6 Beaufield Avenue, a charming red brick home set on a spectacular 25x135-foot lot in North Leaside. Framed by mature landscaping, with stunning Japanese maples in the front garden, this inviting residence with timeless curb appeal offers over 1,650 sqft of total living space. Bright principal rooms create an effortless flow for both entertaining and everyday living, seamlessly connecting the front of the home through to the lush greenery in the backyard. The dining room features wainscotting and a walkout to the backyard patio, offering an ideal setting for indoor-outdoor entertaining. The kitchen is well appointed with stainless steel appliances, ample cabinetry, and convenient pull-out storage, designed for everyday functionality and ease of use. The second level offers three well-proportioned bedrooms, each with its own closet, and shares a four-piece family bathroom. Newly refinished hardwood flooring runs throughout the upper level, adding warmth and continuity to the space. The lower level expands the home's living space with a convenient walk-up side entrance providing direct access to the driveway. Here you will find a cozy recreation room with a gas fireplace and plenty of custom built-ins and coat closets for added storage. A combined three-piece bathroom and laundry area enhances everyday practicality, complemented by a large storage closet. The backyard has been meticulously curated, featuring a stone patio with a decorative herringbone design, a garden shed, and a mature cherry blossom tree, creating an exceptional backdrop for family gatherings and summer barbecues. Located near Sunnybrook Park, Serena Gundy trails, excellent schools, Bayview Avenue shops and restaurants, and convenient transit including the Eglinton Crosstown LRT, this home sits in one of Toronto's most sought-after neighbourhoods. The strong sense of community is further enhanced by neighbourhood traditions, including an annual street party that brings residents 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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24 Tanager Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13202180
24 Tanager Avenue Toronto M4G 3R1 OPEN HOUSE: May 29, 202611:30 AM - 01:00 PM EDTOpen House on Friday, May 29, 2026 11:30AM - 1:00PMOPEN HOUSE: May 30, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 30, 2026 2:00PM - 4:00PM
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13202180
- Bedrooms:
- 3
- Bathrooms:
- 3
Nestled on a quiet low-traffic street in the heart of coveted North Leaside, this charming detached family home sits on a premium private lot with exceptional table land, mature trees, a private driveway, and an attached garage. Offering the perfect blend of warmth, character, and thoughtful updates, this move-in-ready residence presents an incredible opportunity in one of Toronto's most sought-after neighbourhoods.The inviting main floor welcomes you with a bright bay window, rich natural light, and a cozy wood-burning fireplace that anchors the spacious living room. The elegant dining room is enhanced with classic wainscoting, overlooking the famiy room. The famiy room with French doors walk-out leads to the deck and beautifully fenced private yard - an ideal setting for summer BBQs, outdoor entertaining, and family enjoyment.Well-proportioned bedrooms offer comfortable accommodations. The home has been thoughtfully updated over the years to enhance both comfort and functionality. Recent improvements include fresh paint throughout (2025), a spacious family room addition, powder room, updated mechanicals, and ductless air conditioning on the upper level for added comfort.Located within the highly coveted Northlea Elementary & Middle School catchment area, including French Immersion, as well as Leaside High School, this exceptional home is perfectly positioned for families. Enjoy easy access to Bayview Avenue's vibrant shops, restaurants, cafés, parks, and recreational amenities, while remaining conveniently close to the Bayview/Eglinton LRT and major commuter routes. A rare opportunity to own a beautifully maintained home in one of Toronto's premier family communities. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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134 Rykert Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13178130
134 Rykert Crescent Toronto M4G 2S9
$6,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13178130
- Bedrooms:
- 6
- Bathrooms:
- 7
Tucked away on serene Rykert Crescent this extraordinary residence offers exceptional privacy, tranquility and natural beauty perched above Serena Gundy Park. The masterful design perfectly balances luxury, warmth, functionality, and seclusion. Designed for modern life by acclaimed architect Richard Librach, this modern transitional home offers 8,000 sq. ft. across three levels on a majestic 14,000 sq. ft. 300 ft. deep lot. A grand entry with 11-foot ceilings and 100 ft sightline of living space leading to the backyard creates a jaw-dropping first impression, complemented by warm wood accents and abundant natural light. The great room features floor to ceiling glass doors, with wood and dropped ceilings creating space within including stunning kitchen with walk in pantry, dining room and living room with striking gas fireplace. The main floor also features a spacious office, an elegant powder room with separated sink and commode room, and a functional mudroom with side door and garage access. Upstairs, a dramatic catwalk connects generously sized bedrooms, each with 9-foot ceilings, walk-in closets, and ensuite bathrooms. A cozy family room provides the perfect 2nd floor retreat. The primary suite features a spa-like ensuite with freestanding tub, gallery overlooking the yard and ravine beyond and a large dressing room. The lower level is exceptionally well appointed, offering huge scale rooms, a recreation room, mirrored private gym, 2 guest bedrooms, craft/play room, pool dressing room, walkout to the pool deck, and two full baths-ideal for entertaining, wellness and family life. Exterior finishes include yellow brick, Indiana limestone, and aluminum composite panels, creating a timeless yet striking façade. Outdoor living is elevated with living room with fireplace and outdoor kit, and a 600 sq. ft. pool w hot tub. Additional features such as a heated driveway and automated pool cover complete this remarkable. More detailsListed by ROYAL LEPAGE/J & D DIVISION- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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203 1387 Bayview Avenue in Toronto: Leaside Condo for sale (Toronto C11) : MLS®# C13173252
203 1387 Bayview Avenue Toronto M4G 3A5
$749,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13173252
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to SAHIL (Stay At Home In Leaside), built in 1999, this unique boutique building with only 18 suites is a LIFE LEASE (also known as a LIFE TENURE). Buyers must be over 60 years of age and looking for a peaceful living environment. Spacious oversized 1,250 SF with 2 bdrm +1 office/den and 2 full bathrooms. This suite was not just renod, it was gutted in 2013, the popcorn ceilings were replaced with smooth ceilings & Vintage 3/4" engineered hardwood installed thruout. Every surface, fixture, floor and fitting was replaced to a higher standard and to enhance aging-in-place. The kitchen was completely redesigned & opened to the living and dining room. It boasts lots of Quartz counter space, tons of cupboards and a pantry along with a lovely window to your neighbourhood. The main living area is open concept with tons of natural light and ideal for entertaining family & friends. The laundry room includes a full-size washer & dryer with upper shelving. The Primary bdrm boasts a very large double closet and a fabulous 3 PC spa inspired with Quartz counters, a frameless glass walk/roll-in shower stall, wall-mounted shower bench, handheld showerhead & multiple grab bars, every detail considered for your safety. The 2nd bdrm is a good size with a large double-closet. And there's a linen closet too. Stay At Home In Leaside is a short walk to Bayview cafes, restaurants, shops and day to day services with a TTC bus stop conveniently located at the door. NOTE: Land Transfer Tax does not apply to LIFE LEASES which is a substantial savings. LIFE LEASE is home ownership where a corporation owns the apartment units but leases them for the lifetime of the Buyer. Buyers purchase the right to occupy the unit for their lifetime & pay a monthly fee (much lower than condo fees) to the Corporation. Its all about worry-free maintenance. This is not a compromise, you can Stay At Home In Leaside, in the neighbourhood you love, on your own terms. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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64 Nesbitt Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13165326
64 Nesbitt Drive Toronto M4W 2G3
$1,449,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13165326
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled in one of East York's most desirable and evolving neighbourhoods, this charming bungalow at 64 Nesbitt Dr offers an exceptional opportunity for builders, renovators, and end-users alike. Surrounded by newly built custom homes and mature tree-lined streets, this property is perfectly positioned for those looking to build their dream home just minutes from Downtown Toronto or renovate and enjoy the warmth and character of the existing residence. Located directly across from a beautiful park and green space, the home offers a peaceful family-friendly setting with easy access to walking trails, playgrounds, and outdoor recreation. Enjoy the convenience of nearby shopping, restaurants, cafes, schools, and everyday amenities, all within a thriving and rapidly transforming community. Commuters will appreciate the unbeatable proximity to the Don Valley Parkway, TTC transit routes, and quick access to the downtown core, making this location ideal for professionals and families alike. The detached one-car garage is currently configured as a charming artist's studio, offering flexible additional space, and can easily be converted back to a traditional garage if desired. Whether you envision a stunning custom build or restoring this lovely bungalow to its full potential, this is a rare opportunity to invest in one of Toronto's most up-and-coming neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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122 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13163458
122 Randolph Road Toronto M4G 3R9
$1,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13163458
- Bedrooms:
- 4
- Bathrooms:
- 2
Exceptional opportunity in the heart of South Leaside. Nestled on a picturesque tree-lined street just steps from the vibrant shops, cafés, and restaurants of Bayview and Laird, this beautifully maintained detached family home offers the perfect blend of charm, space, and future potential in one of Toronto's most sought-after neighbourhoods. Filled with natural light and timeless character, the home features bright principal rooms, hardwood floors, and a thoughtfully designed layout tailored for comfortable family living. The inviting main floor offers a welcoming living room, an open-concept kitchen and dining area, and a spacious family room with a walkout to a private deck overlooking a beautifully landscaped English garden, an ideal setting for entertaining or quiet evenings at home. On the upper level, you'll find three generous bedrooms plus a loft-style office or study complete with a skylight, creating the perfect work from home retreat. The finished lower level provides exceptional flexibility with a recreation room, second kitchen, fourth bedroom, laundry area, and abundant storage, ideal for extended family, guests, or potential in-law accommodations. Set on a sunny, deep lot with a private drive and a detached garage, this property also offers a rare opportunity for future expansion or additional income. The existing garage is already equipped with plumbing and electricity, and a garden suite feasibility report is available for buyers looking to create additional living space or a valuable rental opportunity. Located within the highly coveted Rolph Road and Bessborough school districts and just moments to parks, transit, and the upcoming Eglinton LRT, this is a rare chance to own in one of Toronto's premier family communities. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13158990
102 Parklea Drive Toronto M4G 2J8
$3,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13158990
- Bedrooms:
- 5
- Bathrooms:
- 5
Extraordinary custom design-build contemporary masterpiece in Toronto's highly coveted Leaside neighborhood. Brilliantly conceptualized for seamless indoor-outdoor integration, this luxury home welcomes you with a bright open-concept layout, soaring principal rooms, and premium finishes throughout.The heart of the main floor features a chef's dream kitchen fully equipped with an elite suite of integrated Wolf, Subzero, and Miele appliances, custom cabinetry, and a sleek built-in glass wine display cabinet. Wall-to-wall custom built-ins create a sophisticated backdrop for entertaining. Expansive, sun-drenched walk-outs on both the main and lower levels transition effortlessly into a professionally landscaped, interlocked rear garden with automatic front and rear irrigation systems.The upper level offers an unparalleled primary bedroom retreat designed as a lavish private sanctuary, featuring a cozy modern fireplace, a massive custom walk-in closet, and a spa-like 7-piece ensuite. This indulgent personal oasis is complete with premium Villeroy & Boch fixtures, a custom steam sauna, and radiant heated floors. All secondary bedrooms include dedicated ensuites and closet organizers, complemented by a convenient second-floor laundry setup that mirrors the secondary laundry facility on the lower level.The home is engineered for turnkey comfort, managed effortlessly via a state-of-the-art Control Smart Home System with dedicated iPad docks. Radiant heated flooring runs throughout the entrance, basement, and primary ensuite. Outside features a rare, oversized 1.5-car garage plus a 4-car driveway with sophisticated exterior lighting. The lower level rounds out the estate with a spacious entertainment zone, wet bar, gas fireplace, and a private nanny suite.Impeccably crafted and thoughtfully designed in every detail, this breathtaking residence stands as the ultimate realization of your lifestyle aspirations and represents the definitive dream home you have been searching for. More detailsListed by RIGHT AT HOME REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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102 52 Aerodrome Crescent in Toronto: Leaside Condo Townhouse for sale (Toronto C11) : MLS®# C13149338
102 52 Aerodrome Crescent Toronto M4G 4J1 OPEN HOUSE: May 30, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 30, 2026 2:00PM - 4:00PMOPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$719,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13149338
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To 52 Aerodrome Cres In The Heart Of Leaside! This Beautifully Renovated Ground-Level 2-Bedroom, 2-Bathroom Stacked Condo Townhome Offers Rare Single-Level Living With No Interior Stairs, A Bright & Functional Open-Concept Layout With No Wasted Space, And A Private Stone Patio Perfect For Indoor-Outdoor Enjoyment. This Move-In Ready Suite Features Laminate Flooring Throughout, A Bright & Airy Living Area With Large Windows Allowing Plenty Of Natural Light, And An Updated Modern Kitchen Featuring White Cabinetry, Stainless Steel Appliances, Walk-In Pantry & Ample Counter Space. The Bright & Spacious Primary Bedroom Includes His & Hers Closets, A 3-Piece Ensuite & Seamless Access To The Private Stone Patio. The Versatile Second Bedroom Offers Flexible Space For A Home Office Or Additional Living. Enjoy Comfortable Outdoor Living On The Private Patio, Perfect For BBQs, Morning Coffee & Entertaining. Conveniently Located Across From Leonard Linton Park And Just Steps To Laird LRT Station, TTC, Costco, Farm Boy, Shops, Cafes & Restaurants, With Easy Access To The DVP & Downtown Toronto. Surrounded By Parks, Scenic Walking & Bike Trails, With Easy Access To Sunnybrook Park & Wilket Creek Trail. Situated Within The Highly Sought-After Bennington Heights Elementary & Leaside High School District In One Of Toronto's Most Desirable Family-Friendly Communities! More detailsListed by RE/MAX REALTY ENTERPRISES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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39 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13148148
39 Brentcliffe Road Toronto M4G 3Y4
$1,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13148148
- Bedrooms:
- 3
- Bathrooms:
- 2
Discover this beautifully fully upgraded semi-detached home in the heart of North Leaside, offering a stylish open concept layout designed for modern living. spent lots of $$$ for renovation . Featuring updated windows and doors, this home showcases a stunning renovated kitchen with newer appliances, upgraded elegant hardwood flooring throughout. Enjoy bright, inviting living spaces with a cozy fireplace, smooth ceilings, and sleek pot lights, enhanced by smart dimmer switches for added convenience. The spacious bedrooms are paired with a tastefully renovated bathroom, creating a comfortable and refined living environment. The fully finished basement, complete with built in speakers and vibe lighting, provides the perfect setting for a family room, entertainment area, or private retreat. Step outside to a large deck with a BBQ gas line, overlooking a private backyard oasis-ideal for relaxing or entertaining. A detached garage adds everyday convenience. Ideally located just minutes' walk to TTC and LRT transit, with easy access to parks, shopping, and dining. Situated near top-rated schools, including Northlea French Immersion Public School, this home offers an exceptional lifestyle in one of Toronto's most desirable neighborhoods. More detailsListed by AIMHOME REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated May 28, 2026 at 08:15 PM (UTC)
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