Bayview & Davisville Real Estate for Sale

An architectural masterpiece where striking design, exceptional craftsmanship and effortless living come together in a truly extraordinary home. A showstopper from the moment you arrive, this remarkable custom residence balances dramatic architectural elements with an inviting warmth that makes every space feel like home. Soaring ceilings, skylights, floating stairs, custom millwork and a spectacular open-to-above dining area create an atmosphere of understated sophistication. The stunning kitchen features porcelain countertops, Miele appliances, a pot filler and breakfast bar, flowing seamlessly into beautifully appointed living spaces. A striking fireplace, custom built-ins and bespoke bar set the stage for intimate evenings and memorable gatherings. The primary suite is a private sanctuary with vaulted ceilings, skylight, custom walk-in closets, balcony and spa-inspired ensuite. Thoughtfully designed bedrooms, luxurious bathrooms and a versatile office offer exceptional comfort. Control4 smart home automation, integrated lighting and sound, heated floors, heated driveway and stairs, and Tesla charging deliver effortless everyday living. The finished lower level features a recreation area, kitchen, bathroom and versatile office or potential bedroom with walkout access. Rooftop access reveals two expansive terrace areas, adding another intriguing dimension to this remarkable property. Nestled in coveted Leaside, moments from Bayview Avenue's boutiques, cafés and restaurants, excellent schools, parks and the Eglinton LRT. A rare opportunity to experience architectural distinction, modern convenience and the tranquility of a cherished neighbourhood. More than a beautiful house, this is an extraordinary place to call home.

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.

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.

If you've been dreaming of simplifying life without leaving the neighbourhood you love, the Bethel Green "Life Lease" could be exactly what you've been waiting for. Perfect for those 60+, this welcoming boutique community offers the opportunity to remain close to Davisville, Leaside and the heart of Midtown while saying goodbye to the upkeep of a house and endless stairs. Stroll to Bayview's charming cafés, shops and everyday conveniences or catch the bus to appointments with ease. This is worry-free living at its best.This bright and spacious (almost 1000 SF) 1-bedroom plus large separate den features an open-concept living and dining area with oversized windows that fill the home with natural light. Glass doors lead to a charming Juliette balcony, creating an airy, inviting atmosphere. You'll appreciate the exceptional storage with space in both the furnace room and hot water tank closet (both are owned and maintained by the Corporation), plus a storage locker on Level B. Parking is effortless with your owned space conveniently located on B2 right beside the entrance.One of only 19 suites, Bethel Green offers far more than a home, it offers a true sense of community. Enjoy book clubs, exercise classes, game nights and regular social gatherings as well as holiday celebrations with like-minded neighbours who value friendship, independence and an active lifestyle. Whether you're downsizing from your family home or simply looking for an easier way to live, this wonderful community is ready to welcome you home. The small chapel on the Whitewood portion of the property is no longer in operation. NOTE: Life Lease buyers do not pay any Land Transfer Tax!

Beautifully situated on one of Moore Park's quietest streets, this exceptional red brick home offers a rare combination of newer construction, timeless appeal and generous family living. Built in 2007 and set on an impressive 40 x 132 ft lot, this remarkable residence offers almost 5,000 sq ft of beautifully proportioned living space across 3 levels, complete with a private drive and built-in garage. Soaring ceilings approaching 10 feet and a gracious hallway that extends the length of the main floor. The formal living room, anchored by a beautiful gas fireplace, flows seamlessly into the dining room, which connects to a walk-in pantry and serving area complete with wine fridge. The eat-in kitchen overlooks the west-facing backyard and features a generous centre island with breakfast bar, SS appliances and custom B/I shelving incorporating a convenient desk area. Adjacent to the kitchen, the inviting family room serves as the heart of the home, with a 2nd gas fireplace and beautiful views of the backyard. A thoughtfully designed mudroom with direct garage access, convenient side entrance and powder room complete the main level. The second floor offers 4 generously proportioned bedrooms, including a beautiful primary retreat with west-facing light, a spacious walk-in closet and 5-piece ensuite. Two additional bedrooms each feature their own walk-in closet and share a 4-piece bathroom, while the 4th bedroom enjoys a private three-piece ensuite and generous closet with built-in shelving. Currently configured as a home office and homework space, the third bedroom features 2 built-in desks. Conveniently located 2nd-floor laundry. The lower level offers exceptional additional living space, with a massive recreation room, separate games room and windows that allow natural light to filter throughout. A fabulous, oversized home gym provides incredible flexibility and easily be reconfigured to create an additional bedroom for guests, extended family or a nanny.

A Ravine Retreat on a Quiet Rosedale Street! This beautifully renovated modern 3+1 bedroom, 2 bathroom detachedgem sits on a quiet North Rosedale street, backing onto a breathtaking ravine with no neighbours behind, just nature &total tranquility. Modern living shines the moment you arrive, with a private parking pad, freshly landscaped front,custom stone planter wall framing lush perennial gardens & a charming covered porch. Inside, the bright open conceptmain floor shines with modern finishes, pot lights & a brand new remote controlled gas fireplace set in customcabinetry. A large new picture window with smart electric roller blinds frames the tree lined street. The chef's kitchenwill win your heart, with a massive Sub Zero fridge, gas range, wine & beer fridge, butcher block counters, magneticknife wall, reverse osmosis water filter & breakfast bar, plus a separate dining room for hosting. Double doors open to ahuge composite deck overlooking the ravine, a private retreat that's stunning in every season. Upstairs, new runnerslead to three bedrooms, including a spacious primary & a large second bedroom with custom built ins, plus a renovatedspa inspired bathroom. The finished lower level delivers a fourth bedroom with a walk in closet & bathroom, aprofessional office with a drilled in safe, a play & TV area, laundry tucked behind custom cabinetry & a secret readingnook under the stairs the kids will love. Fully smart enabled, with a facial recognition front lock, Ring alarm & camera,smart thermostat, app controlled fireplace, blinds & lights, plus USB C ports & network hubs throughout. Built for thefuture, with second floor supports, upgraded HVAC & capped ducts in place for a potential third storey or rear addition(buyer to verify). Steps to Summerhill Market, Chorley Park, ravine trails & Evergreen Brick Works, near top public &private schools. Rick Astley promised he'd never give you up. Once you're home on Astley, you won't either.

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!

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.

Three Distinct Paths. One Exceptional Rosedale Address. In one of Toronto's most coveted neighbourhoods, this versatile property presents a rare opportunity at a price point seldom found in Rosedale. With three self-contained units and an attractive existing income stream, the property offers a choice of possibilities, each with its own appeal. For those envisioning a substantial single-family residence, the property offers the opportunity to reimagine the existing footprint and create a home tailored to your vision, in an established neighbourhood renowned for its tree-lined streets and excellent schools. Alternatively, enjoy a more manageable living space while retaining two tenanted units to generate income and help offset carrying costs. A compelling proposition for those seeking a foothold in Rosedale without the commitment of a larger home. For the investor, the existing configuration and rental income offer an opportunity to acquire a multi-unit property in a premier location, with flexibility for the future. Whether your plans are to transform, occupy and earn, or invest and hold, the possibilities are as appealing as the address itself.

NEW PRICE! Exceptional value in exclusive Bennington Heights. Part of an intimate luxury collection of just five bespoke residences, Three are sold, only two remain. Modern luxury meets architectural elegance in this multi-level home featuring ~4,000 sq. ft. of finished living space (3,000 sq. ft. above grade), a rare 20-ft interior width, and a private elevator accessing all 5 levels.Highlights include a Miele /Wolf chef's kitchen with marble counters, soaring main-floor ceilings, custom white oak finishes, linear fireplace, spa baths, and a finished basement with radiant heated floors. Enjoy multi-functional living with a ground-floor guest/office suite, 2-car parking (built-in garage), and an 800 sq. ft. south-facing rooftop terrace with a built-in pergola. Complete with full Tarion warranty and prime access to Bayview amenities, Beltline trails, and downtown transit routes. Open House Sat November 14th 2.00 to 4.00 PM

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.!

Opportunity awaits in this charming, detached Davisville home, lovingly owned by the same family for 40 years. The main floor features a spacious living room with a brick wood-burning fireplace, flowing into a formal dining area and sunlit kitchen with a walkout to the rear deck and private yard. Upstairs, a generous, naturally bright landing leads to three well-proportioned bedrooms with gleaming oak parquet floors and 4-piece bath. The versatile basement offers reasonable ceiling height, a generous family recreation room, 3-piece bathroom, ample storage, and a rare, highly desirable walk-out to the the back yard. Perfectly situated in Davisville village, this home offers an exceptional, highly walkable lifestyle. Steps to top-rated schools (Maurice Cody PS), beautiful parks, artisanal bakeries, cafes, and everyday amenities along Bayview Avenue. A rare opportunity to own a cherished family home in a premier midtown pocket! Full of character and possibilities, this is the perfect place for a new family to put down roots, create lasting memories, and make the home their own.

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.

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.

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.

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!

Welcome to SAHIL. Stay At Home In Leaside is a unique boutique building In One Of The Most Desirable Neighbourhoods In Toronto! and a Life Lease for seniors 60 And Over, Very Well Maintained by A Professional Property Management Company And With A Healthy Reserve Fund To Pay For Future Repairs And Replacements. This Immaculate 1+1 unit, South facing with walkout to balcony. Property is vacant and Move in ready!!! Enjoy the lifestyle and amenities of beautiful Leaside at a very affordable price!!!. High walkability Score. Steps To All The shops and amenities, A Big Advantage To Life Lease Is THERE IS NO LAND TRANSFER TAX!!! Monthly Maintenance Fees And Taxes Are Considerably Lower Than Comparable Buildings In The Neighbouring Areas! Just Pay Your Own Hydro, Gas And CATV, Most Everything Else Is Included! Building Features Include Lounge, Outdoor Patio With BBQ, Workshop. Buyers Buy The Right To Occupy The Unit And Pay A Monthly Maintenance Fee Up Until The Time They Decide To Sell! (Please See Attached). Don't Miss this One!!!