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$3,495,000
4 Beds ⋅ 5 Baths ⋅ C13835258 MLS
Tucked away on a quiet South Rosedale cul-de-sac, 46 Mathersfield Avenue is a rare find: an elegant semi-detached home built approximately 25 years ago, with the scale and character of a classic residence and the comforts of a newer build. Offering approximately 3,500 sq. ft. across all levels, it has a two-car garage, three bedrooms with ensuite baths and exceptional space for entertaining.An Amberwood front door opens to gracious living and dining rooms with crown moulding and a gas fireplace. Beyond, the home unfolds into a spectacular kitchen and family room with soaring 11-foot ceilings. Designed by RN Design and KGA Kitchens, it features custom cabinetry, quartz counters, Sub-Zero and Wolf appliances, an oversized island and a walk-in pantry. Floor-to-ceiling windows frame the landscaped garden and bring light into this beautiful gathering space.Upstairs, the primary suite feels like a private retreat, with a Juliette balcony, walk-in closet and renovated five-piece ensuite. Two generous additional bedrooms each have their own bath, while a skylight above the curved staircase draws natural light through the home. The finished lower level, with above-grade windows, offers a recreation room with gas fireplace, a large gym, fourth bedroom and three-piece bath.David Scott Designs landscaped the front and rear gardens, complete with new stonework, fencing and a Sundance hot tub. From this peaceful pocket, Rosedale Junior Public School, Branksome Hall, parks, ravine trails, transit and the shops and restaurants of Yonge Street are all close at hand.

46 Mathersfield Drive, Toronto
$3,799,000
5 Beds ⋅ 5 Baths ⋅ C13834708 MLS
ROOM TO FALL IN LOVE WITH ROSEDALE. Don't let the 22-foot frontage fool you. Inside, the space tells a very different story. Set on a pie-shaped corner lot with a generous, private back and side yard, this beautifully renovated detached home has a spacious living room, a dining space made for a full house and a second family room overlooking it all. At the heart of the home - and family life - is a dreamy chef's kitchen, where a skylight pours in natural light and makes even the morning rush feel a little sweeter. The mudroom keeps everyday life organized with built-in closets, while a spacious back deck with a gas hookup for the BBQ awaits just outside. Upstairs, choose a primary bedroom on the second or third floor - or claim the third floor as an epic kids' retreat. Downstairs, there's a huge recreation room with an ensuite bath, a guest or nanny bedroom, and a laundry room with tons of built-in storage. Add parking for three cars, nearby Summerhill Market and neighbourhood parks, plus a location in the Whitney Junior Public School catchment area, and this one is the full package. Come see what's around the corner - the space will surprise you!

204 Glen Road, Toronto
$7,500,000
5 Beds ⋅ 5 Baths ⋅ C13824430 MLS
Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith andHayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence.

104 Park Road, Toronto
$5,495,000
6 Beds ⋅ 5 Baths ⋅ C13820618 MLS
Welcome to 105 Roxborough Street East - a Grand Dame of South Rosedale and a rare opportunity to own one of the neighbourhood's magnificent early 1900s residences. Set on an exceptional 50' x 145' south-facing lot with sweeping city skyline views, this handsome red-brick home has the scale, presence & proportions of another era - and is absolutely flooded with sunlight throughout the day. From the moment you enter, the grandeur is undeniable. Soaring 10' ceilings on the main floor, 9' on the second & over 8' on the third. Incredible principal rooms. Beautiful original character. A gracious centre hall plan and the width that only a 50' lot can provide. Outside, a private drive leads to an unusually large 2-car garage at the rear - another Rosedale rarity. Move in & enjoy this wonderful home as it is, or reimagine it into an extraordinary residence for the next generation. The bones, scale, lot & location are all here.And the history! 105 Roxborough was once home to Lt.-Col. Arthur Godfrey Peuchen, prominent Toronto businessman, yachtsman & Titanic survivor, who crossed the Atlantic some 40 times and escaped the Titanic by climbing down a rope into Lifeboat No. 6. He spent his final days at this very address. All of this in one of South Rosedale's most coveted pockets - walk to Yonge Street, Rosedale subway, Branksome Hall, Rosedale Jr PS, shops, restaurants & neighbourhood favourites. A magnificent house with a fascinating past, incredible presence & an even more exciting future. This is the kind of Rosedale opportunity that simply cannot be recreated.

105 Roxborough Street E, Toronto
$4,849,000
6 Beds ⋅ 6 Baths ⋅ C13820590 MLS
Welcome to this exceptionally grand Moore Park residence. This home has been lovingly maintained and restored over the past several years resulting in an elegant dwelling.The classic charm of a Center Hall design with the preservation of every detail starting with the Gracious Foyer, Hardwood Flooring and an impressive Main Hall Staircase.The generous Formal and Casual living areas are perfectly proportioned for entertaining and family living. At the heart of the home is an Exclusive Chef's Gourmet kitchen boasting Sub-Zero, Wolf and Miele Appliances. This leads to a Breakfast Room, Custom Laundry and Mud Room.The warm and inviting Second Floor features a luxurious primary suite with a customized walk-in Closet and a luxurious 4 piece Spa-like Ensuite including a Soaker Tub and separate Shower Stall.In addition, there are 2 other impressive Bedrooms, 2 more renovated Bathrooms and a Library for the family to enjoy their time together.Top of the list is the Third Floor level which can only be described as a WOW factor offering Soaring Ceilings, Skylights, 2 additional Bedrooms, New Bathroom and a spectacular Entertainment area.The expansive Lower Level features 2 Family Rooms, a Nanny's Space, Bathroom and an extra pre-connected additional Laundry area.Do not miss this rare opportunity to own this one of a kind prominent residence in one of Toronto's most coveted neighborhoods.The manicured Front and Back gardens provide year-round beauty offering a picturesque setting blending privacy and prestige. Private drive leading to an oversized 2 car Garage with Custom Wrought Gates.This is a property you will surely enjoy for years to come.

92 Inglewood Drive, Toronto
$2,395,000
4 Beds ⋅ 4 Baths ⋅ C13820574 MLS
Fall in love with life in North Rosedale-where history, prestige, convenience and nature come together in one of Toronto's most treasured neighbourhoods. Tucked away on a low-traffic dead-end street, this spacious 2-storey detached home offers wonderful character, generous proportions and exceptional flexibility for the way your family wants to live today and in the years ahead. A stone path, lovely landscaping and welcoming veranda set the tone. Step inside to warm wood trim and accents, beautiful leaded and stained glass windows, two wood-burning fireplaces, gracious foyer and handsome staircase-the timeless details that make a house feel like home. With 5 bedrooms, 4 baths, eat-in kitchen and finished basement, there is room to gather, relax, work and play. Move in and appreciate the existing updates for today's lifestyle, or continue to renovate and make it your own. Incorporate the 2nd-floor laundry into an ensuite; imagine the large 2nd-floor room with fireplace as a family room for movie nights; or create a fabulous 3rd-floor primary retreat. Downstairs, enjoy the rec room and full washroom as it is or explore the potential for a separate suite utilizing the side-door entrance. Walk out from the dining room to a large, private backyard made for entertaining and family fun. A detached garage offers rare private parking plus valuable storage. And then there is the lifestyle. Walk around the corner to Summerhill Market, bakery, flower shop, drugstore, dry cleaner and more. Walk on the switchback bridge, stroll to Chorley Park, the Beltline, Rosedale Park with playground, playing fields and winter ice rink or jump into Toronto's remarkable ravine system for hours of walking, running and cycling. Don't miss Evergreen Brick Works with a weekly farmers' market. Coveted neighbourhood public, separate and private schools, TTC at the corner to Rosedale Subway Station and quick driving access downtown complete an exceptional opportunity to put down roots in Rosedale.

5 Jean Street, Toronto
$2,588,000
5 Beds ⋅ 4 Baths ⋅ C13818940 MLS
In one of Toronto's most storied residential enclaves, a house transcends its category. This is not simply a family home in Moore Park - it is a study in how architecture can reframe the everyday, courtesy of a main floor addition conceived by celebrated Canadian architect Bruce Kuwabara. Move-in ready and thoughtfully realized, the addition unfolds as a loft-like volume where material and light do the talking: glass block filters daylight into soft, ambient washes; blackened metal grounds the space with quiet industrial precision; polished marble introduces a note of refinement. It is, in the truest sense, a space designed for living. Beyond the addition, the home settles into a more traditional register without losing its sense of intention. Across 3,178 square feet of total living space, wide plank hardwood floors carry a warm continuity through principal rooms; bathrooms are rendered in a clean, contemporary hand; the kitchen - generously proportioned and finely detailed - anchors daily life while remaining fully at ease hosting a crowd. Upstairs, the second floor holds three bedrooms, while the third floor reveals a self-contained retreat - an office or den paired with an oversized bedroom suite, offering a teenager or young adult a rare degree of independence within the family home. Below, a fully finished lower level with its own separate entrance introduces further flexibility. All of this within Moore Park itself - a neighbourhood defined by mature tree canopy, architectural character, and proximity to some of the city's most respected schools, including Whitney Junior Public School and OLPH. The result is a home that reads as much like a design statement as it does a place to call home.

335 St Clair Avenue E, Toronto
$3,750,000
5 Beds ⋅ 5 Baths ⋅ C13818260 MLS
There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.

106 Highland Avenue, Toronto
$7,895,000
5 Beds ⋅ 7 Baths ⋅ C13816450 MLS
155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.

155 South Drive, Toronto
$1,399,000
4 Beds ⋅ 2 Baths ⋅ C13815542 MLS
On a tucked-away Rosedale street shared by just a dozen homes, this Arts and Crafts-inspired brick residence offers character, substantial interior space, a deep lot, and several compelling possibilities for its next chapter. With no through traffic, the setting feels notably private. Buyers may choose to renovate the existing home, rework and expand its footprint, or explore the creation of a new custom home, subject to the necessary approvals. Nearly 1,800 square feet above grade, together with approximately 850 square feet in the partially unfinished basement, provides substantial interior space for your plans. The house features four bedrooms, generous principal rooms, 9-ft ceilings on the main floor, a fireplace, a renovated kitchen, and original details that provide a foundation for thoughtful restoration or redesign. A walkout from the kitchen opens to a rear deck and a deep yard, creating generous outdoor space for everyday enjoyment and whatever you envision next. A mutual drive forms part of the existing access and may offer additional possibilities, subject to appropriate due diligence. Permit parking is readily available on the street. Enjoy abundant green space, with Chorley Park, ravine trails, and Evergreen Brick Works nearby. Walk to Summerhill Market and local shops, drive downtown in 8 minutes, or catch the TTC at the corner. Families are also well served by leading public and private schools, including Whitney Junior PS, Branksome Hall and UCC. The value of this property lies in its fundamentals: a well-proportioned brick house, a deep lot, a peaceful residential setting, and the flexibility to pursue your long-term vision - whether that means restoring, reimagining, or rebuilding. For an end user, renovator, builder, or investor, it represents a compelling long-term opportunity in one of Toronto's most established and prestigious neighbourhoods. Property sold "As is/Where is".

4 Jean Street, Toronto
$1,399,000
3 Beds ⋅ 2 Baths ⋅ C13814888 MLS
Best Priced Home In Rosedale! Fully Upgraded Luxury Home in the Highly Sought-After Rosedale-Moore Park Community. Originally a 3-Bedroom Semi-Detached, This Home Has Been Converted to 2 Spacious Bedrooms. This Exceptional Residence Features a Brand-New Custom Kitchen With Butcher Block Countertops, Designer Backsplash, Ceramic Tile Flooring, Premium Stainless Steel Appliances, and a Walkout to a Private Deck Perfect for Relaxing or Entertaining. The Renovated Bathrooms Offer Stylish Subway Tile Surrounds and Elegant Ceramic Flooring, While Hardwood Floors, Pot Lights, and Fresh Neutral Paint Create a Bright, Modern Atmosphere Throughout the Home. The Open-Concept Living and Dining Area Is Thoughtfully Designed for Comfortable Everyday Living and Effortless Entertaining. The Entire Third Floor Is Dedicated to a Private Primary Retreat Featuring a Spa-Inspired Ensuite and an Expansive Mirrored Closet. The Fully Finished Basement Offers a Spacious Recreation Room, Additional Space Ideal for a Bedroom, Home Office, or Gym, and a Separate Entrance for Added Flexibility. A Brand-New High-Efficiency Furnace and a Brand-New A/C Unit Has Just Been Installed. Step Outside to a Tranquil, Fully Fenced Backyard Oasis Surrounded by Mature Trees, Offering Exceptional Privacy and a Peaceful, Zen-Like Setting Perfect for Outdoor Living and Entertaining. Ideally Located Just Steps From Chorley Park, Scenic Ravine Trails, Evergreen Brick Works, Top-Rated Schools, Upscale Grocers, Boutique Shops, Cafés, and Convenient TTC Access, This Home Offers the Perfect Blend of Luxury, Nature, and Urban Convenience in One of Toronto's Most Prestigious Neighbourhoods. ***Please Note: The Listing Photos Have Been Enhanced With AI To Show Potential Décor And Layout Ideas. The Property's Structure Is Accurately Shown, But The Interiors Are Virtually Staged. This Is To Help Envision Possibilities, Not To Reflect Actual Furnishings***

337 Glen Road, Toronto
$8,990,000
5 Beds ⋅ 7 Baths ⋅ C13813766 MLS
A rare opportunity to own a beautifully renovated character home in the heart of Rosedale. This elegant residence offers flawless design, luxurious amenities and every comfort imaginable. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. This meticulously maintained home features four plus one bedrooms and seven beautifully designed bathrooms that are complemented by a craftsmanship rarely found. The chef's kitchen is both functional and elegant, featuring a Miele cooktop, Sub-Zero refrigeration, an eat-in area, and a walk-out to an expansive patio. A servery adds thoughtful storage and effortless entertaining appeal. A cozy yet connected family room flows seamlessly into the kitchen. spectacular living room has floor to ceiling glass doors that invite an abundance of light while creating seamless connection between indoor and outdoor living space. This wonderful formal entertainment space flows seamlessly between the living and dining room. The grand dining room offers an impressive setting for formal gatherings and special occasions. The expansive primary bedroom is a true retreat, offering generous space and thoughtful design. A private sitting area provides the perfect spot to unwind with a book or morning coffee while the adjoining dressing room adds a touch of luxury with ample storage space and boutique style organization. The second floor has two additional bedrooms and two bathrooms. The third floor suite has an expansive bedroom, desk, three piece bathroom, walk in closet and plenty of extra room for a seating area. The lower level is complete with heated floor, a media room with wet bar, spa bathroom and sauna. An elevator servicing all floors of the home. Detached two car garage, two additional parking spots, heated walkways and a beautifully landscaped yard. Truly a one of kind Rosedale home.

92 South Drive, Toronto
$2,649,000
5 Beds ⋅ 3 Baths ⋅ C13809074 MLS
ELEGANT EDGEWOOD Beautifully renovated and completely turnkey, this elegant North Rosedale home is tucked away on one of the neighbourhood's most coveted cul-de-sacs - a quiet, private setting with a wonderful sense of community. The main floor is bright with an open-concept layout designed for both everyday living and effortless entertaining.Upstairs, the spacious primary suite is a serene retreat, complemented by a spa-inspired bathroom and freestanding tub. The generous second bedroom offers plenty of space and flexibility for a guest room, home office or growing family. The light-filled third floor adds another layer of living space, equally suited to a children's retreat, playroom, study or relaxed family room. It's the kind of flexible space that evolves with the needs of a family. Outside, the private, low-maintenance backyard feels like a natural extension of the home. There's ample space for outdoor dining, summer entertaining and laid back afternoons, with a gas line already in place for the BBQ. Set in one of Toronto's most established and sought-after neighbourhoods, the home is moments from amazing parks, exceptional schools and the everyday conveniences of the city, including highly regarded Whitney Public School. A refined, thoughtfully renovated home in an exceptionally special North Rosedale setting.

32 Edgewood Crescent, Toronto
$2,649,000
3 Beds ⋅ 4 Baths ⋅ C13807498 MLS
Welcome to 230 Glen Rd, a beautifully updated turn-key property representing an incredible opportunity to establish roots in prestigious Rosedale or downsize while staying in the neighbourhood you love. This rare, two-storey semi-detached home features a versatile layout perfectly scaled for downsizers, young professionals, and growing families. For young families, the location is ideal, sitting in walking distance from the highly regarded Whitney Junior Public School and Branksome Hall. The main floor boasts a generous foyer, a convenient powder room, and a front hall closet. The warm, sunny kitchen is equipped with high-end appliances and ample storage. A large dining area overlooks an oversized family room featuring soaring ceilings, a cozy fireplace, and a seamless walk-out to the private rear gardens. Upstairs, the generous primary suite comes complete with a newly renovated ensuite bath. Two additional, equally sized bedrooms are serviced by a second beautifully updated full bathroom. The finished lower level maximizes functionality with an additional powder room and an oversized recreation area featuring a cozy wood-burning fireplace and a built-in Murphy bed, all filled with natural light from large windows and high ceilings. Setting this property apart is its exceptional parking, featuring a wide private drive accommodating up to three vehicles, plus a large single-car garage with highly coveted direct internal access to the home. Perfectly situated in North Rosedale, you are steps from the iconic Summerhill Market and the boutique shops along the Summerhill strip. Enjoy easy access to local green spaces like Chorley Park and Rosedale Park, alongside seamless commuting connections via Mount Pleasant and the Bayview Extension.

230 Glen Road, Toronto
$5,195,000
5 Beds ⋅ 5 Baths ⋅ C13802198 MLS
A turnkey generational fortress in North Rosedale. Inside, the open-concept layout showcases German wide-plank engineered oak flooring, a 3-story custom oak waterfall staircase, & dual primary suites with luxurious dedicated ensuites. The culinary space centers around a floor-to-ceiling kitchen bay window, while a massive backyard lift-&-slide door effortlessly connects the interior to the private rear grounds. This interior luxury is framed by high-performance triple-glazed Danish window & door systems. The Danish wide-plank thermally broken insulated wood front entry door is secured by a premium 5-point deadbolt locking system. This property features a 100% permitted & re-engineered overhaul including a newly underpinned & insulated basement slab, new insulation, air sealing, HVAC re-design, & new plumbing throughout. Off-grid resilience is powered by a high-tech DNM Solar hybrid battery system engineered to run all essential services & appliances for 2 days. The estate is heavily fortified with a custom 100-year storm drainage system, while the front reverse driveway features eco-friendly Techo-Bloc permeable pavers from Quebec for premier drainage management. The exterior facade was painstakingly restored using original bricks, complemented by solid, custom-cut Oklahoma limestone entry steps & walls from an exclusive US historic building supplier. The exterior waterfall limestone steps feature an integrated snow-melting heating system for effortless winter access. A Hydrawise in-ground back garden watering system with Wi-Fi control is included. Ideally situated for an upscale lifestyle, the home is steps to the TTC & city bike racks, Chorley Park, Evergreen Brickworks & Summerhill Market shopping. It also offers excellent proximity to the DVP. Area top schools include Whitney Public Elementary School & Branksome Hall. Many area students attend other leading schools like Upper Canada College, Crescent School, & Toronto French School to name a few.

228 Glen Road, Toronto
$4,995,000
7 Beds ⋅ 5 Baths ⋅ C13801530 MLS
Exceptional Value in Prime Rosedale! this masterfully restored 7-bedroom, 5-bath Arts & Crafts residence presents a rare opportunity to own a timeless Rosedale gem at an attractive Highland Ave. Blending exquisite period details with modern comfort, this distinguished home boasts impressive curb appeal, elegant principal rooms, and abundant natural light throughout. The luxurious primary suite features a south-facing terrace, spacious dressing room, and ensuite bath, creating a private retreat. A generous family room with walkout to a large deck offers the perfect setting for family gatherings and outdoor entertaining. Complete with A 2-car garage with private access from Roxborough Drive complements this exceptional Rosedale residence. Ideally situated steps from Summerhill Market, Rosedale Park, scenic trails, tennis, soccer, ice skating, and a playground with splash pad. Enjoy the ultimate combination of elegance, space, privacy, and convenience in one of Toronto's most coveted neighborhoods. A compelling opportunity to secure exceptional value in Rosedale.

63 Highland Avenue, Toronto
$5,600,000
6 Beds ⋅ 5 Baths ⋅ C13799918 MLS
Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

37 St Andrews Gardens, Toronto
$6,999,900
5 Beds ⋅ 5 Baths ⋅ C13794096 MLS
This is Rosedale Redefined. A full restoration in breathtaking organic modernist design. Natural materials set against a warm, neutral palette, with clean lines and soft curves. A bespoke renovation, meticulously executed with unmatched quality at every turn. Approximately 4,750 square feet of living space with five bedrooms and five bathrooms. The primary suite is spacious and serene, with two walk-in closets and an inspirational ensuite.The gourmet kitchen is a culinary showpiece beaming with natural light, purpose-built for those who love to cook and entertain. Beyond it, intimate dining and living areas continue the home's effortless flow. Escape to the expansive lower level featuring a wine cellar tasting room, sauna, and multi purpose recreation room. Outside, the deep south-facing lot opens into lush gardens and a year round 50-foot saltwater pool - a private oasis in the heart of Rosedale. Enjoy the short walk to the shops and restaurants of Yonge Street and minutes to Yorkville and the city's top schools. A flawless home. An irreplaceable address.

149 Roxborough Street E, Toronto
$6,495,000
5 Beds ⋅ 5 Baths ⋅ C13791388 MLS
Welcome to 19 Whitehall Rd ! Stunning backyard with Gib-san swimming pool, B/I BBQ & large B/I fireplace. An amazing cedar clad gym w custom German folding doors opening to the pool. New : Chef's kitchen & appliances, magazine worthy primary ensuite, fireplaces, Sonos sound system, electric blinds, RH light fixtures... the list is long. Lower level rec room with heated floors, new fireplace, built-ins and wet bar opens to south facing garden including gym, pool and exterior fireplace. It is a truly turn key luxury offering.

19 Whitehall Road, Toronto
$4,599,000
5 Beds ⋅ 6 Baths ⋅ C13791164 MLS
Luxury meets location is South Rosedale! Nestled in one of Torontos most prestigious neighbourhoods, this South Rosedale gem is part of a rare, exclusive enclave developed approximately 25 years ago. A true prize, this home blends timeless craftsmanship with refined elegance, custom mouldings vaulted ceilings, and top-tier construction speak to its luxurious pedigree.Enjoy unparalleled convenience: you're just a 5-minute walk to the Summerhill subway, fine dining, boutique shopping, and more. This is a rare opportunity to own a distinguished home in a location where luxury truly meets lifestyle.

45 Mathersfield Drive, Toronto
$2,795,000
5 Beds ⋅ 4 Baths ⋅ C13790482 MLS
This Grand Dame In Moore Park Stands Proudly On A Prime Corner Lot In One Of Toronto's Most Prestigious Neighbourhoods, Ready For Its Next Family To Call Home. Pride Of Ownership Is Apparent From First Impression, With Immaculate Landscaping And Beautifully Maintained Perennial Gardens Setting The Tone For What Awaits Inside. Step Through The Front Door Into The Centre-Hall Foyer, And It's Easy To Imagine The Decades Of Love, Laughter And Family Life That Have Filled This Home And All That Is Still To Come In Its Next Chapter. To The Left, A Warm And Inviting Living Room Is Anchored By A Wood-Burning Fireplace, While Across The Hall, A Stately Dining Room Offers The Perfect Setting For Holidays, Celebrations And Dinners With Friends And Family. At The Rear Of The Home, The South-Facing Family/Sun Room Extension Is Bathed In Natural Light And Provides A Peaceful Place To Unwind. Downstairs, The Generous Recreation Room Gives Kids Their Own Space For Movies, Games And Play. Backing Onto A Quiet Private Laneway, The Property Offers Something Increasingly Rare In Moore Park: Exclusive Parking. A Well-Kept Detached Garage Sits Off The Lane Where Groceries, Hockey Bags And Strollers Come And Go From The Backyard, While The Gardens Maintain Your Privacy. Upstairs, Five Bedrooms Provide The Kind Of Space Increasingly Difficult To Find, Including An Oversized Primary Complete With A Four-Piece Ensuite. An Expansive Third-Storey Attic Offers Intriguing Potential For Those Looking To Create Even More Living Space. The House Honours The Incredible Location. Just A Short Walk From The Shops And Restaurants Of Yonge And St. Clair, Excellent Schools, Parks And Convenient Transit. The Ravine System And Evergreen Brick Works Are Accessible On Foot For Bike Rides With The Kids Or Walks With The Dog. This Is A Rare Opportunity To Put Down Roots In One Of Toronto's Most Established And Coveted Family Neighbourhoods. Generous Space, Timeless Character And The Room To Make It Your Own.

111 Welland Avenue, Toronto
$3,999,000
4 Beds ⋅ 4 Baths ⋅ C13787722 MLS
Tucked along one of Rosedale's most coveted streets, 43 Whitehall Road is a rare offering: an impeccably finished residence with the pedigree of the neighbourhood and the flexibility today's most discerning buyers are looking for. Beyond the classic façade, over 3,000 square feet of beautifully appointed living unfolds across two finished levels - four bedrooms, four bathrooms, and interiors finished to an exacting standard, where timeless architecture meets a considered, modern sensibility. What truly sets this home apart is what comes next. A fully permitted and roughed-in third floor and basement add an additional 1800 square feet - waiting for the next owner's own touches. It's a rare canvas: the freedom to enjoy the home as it is, a grand single-family residence, or to thoughtfully introduce income potential. The vision is approved; the possibilities are yours. All told, that's over 4,500 square feet of potential on one of Toronto's most distinguished streets - impeccably finished today, and ready to become entirely your own. And the location is second to none. Enjoy a quick stroll to the shops and cafés of Summerhill, and settle into one of the city's most sought-after school catchments - served by top-rated public and private schools including Whitney Junior Public School, Our Lady of Perpetual Help, and Branksome Hall. This is Rosedale living with room to dream - a distinguished address, exquisitely finished, and ready for its next chapter.

43 Whitehall Road, Toronto
$7,350,000
4 Beds ⋅ 5 Baths ⋅ C13787378 MLS
An exceptional French Neoclassical residence on one of South Rosedale's most prestigious streets, this architecturally distinctive home offers approximately 4, 633 sq ft. of finished living space, including the lower level and attached two-car garage. Set on a quiet, private, tree-lined street, the residence enjoys remarkable curb appeal, commanding presence, and exceptional privacy. With 3+1 bedrooms, 5 bathrooms, and a unique multi-level design, it is a home of rare character and timeless elegance. Soaring 12-ft ceilings on the main floor, skylights, premium hardwood flooring, 3 fireplaces, arched French doors, private balconies, and a long heated private driveway distinguish the residence. The principal rooms unfold across multiple levels, with the formal living room flowing to the dining room and kitchen with breakfast area, while multiple walkouts connect to the gardens. A private main-floor office/family room offers a sophisticated retreat. Arched French doors open to a covered terrace and a romantic, Zen-inspired garden with cascading rock water feature, lush landscaping, and generous entertaining areas, creating a tranquil setting for al fresco dining, summer gatherings, and quiet mornings. Upstairs, the primary suite features a private balcony, expansive dressing room, and serene skylit five-piece ensuite. Two additional bedrooms are bright and generously proportioned, with abundant storage and access to private terraces. The lower level offers flexible space for guests or a nanny suite with ensuite, a recreation/playroom or home office, laundry, ample storage & direct garage access. Ideally located near Rosedale PS, Branksome Hall, Ramsden Park, the Rosedale Valley trails, steps from the TTC, and the boutique shops and restaurants of Rosedale, Yorkville, Summerhill, and Yonge & Bloor. A rare offering in one of Toronto's most coveted neighbourhoods, where natural beauty, tranquil surroundings, and the city's finest amenities come together.

17A Avondale Road, Toronto
$1,999,000
4 Beds ⋅ 2 Baths ⋅ C13784872 MLS
Welcome to 231 Heath Street East, a beautifully renovated detached home set on a generous 25 x 140 foot lot in leafy Moore Park. A large covered front porch opens to bright and inviting interiors with engineered hardwood floors, generous principal rooms and an open concept living and dining area anchored by a classic wood burning fireplace. The brand new kitchen features abundant cabinetry, excellent counter space, a centre island and premium appliances, while the spacious rear family room is filled with natural light and opens directly to a large deck and expansive south backyard, ideal for everyday living and entertaining. A welcoming and spacious entry, plus convenient coat closet complete the main floor. The second floor offers three well proportioned bedrooms, including a generous primary bedroom with Juliette balcony, plus a stylish four piece bathroom. The finished lower level adds valuable flexibility with an additional bedroom, recreation room or home office, a three piece bathroom, laundry and a separate side entrance. Licensed front pad parking completes this inviting home in one of Toronto's most sought after neighbourhoods. Enjoy nearby ravine trails, parks, highly rated public and private schools (OLPH & Deer Park) and more. A short walk to the shops, cafes and restaurants at Yonge and St. Clair, with convenient access to transit and downtown.

231 Heath Street E, Toronto
$1,599,000
5 Beds ⋅ 3 Baths ⋅ C13782304 MLS
Welcome to 112 Rose Park Drive, an exceptionally rare 4-bedroom, 25-ft-wide semi-detached home in the heart of Moore Park. Beautifully updated & entirely turnkey, this special residence offers space & functionality so rarely found. A deep, covered front veranda offers a sheltered spot to gather, complete w/a custom-crafted built-in bench w/storage. Step inside to a gracious, oversized foyer & bright, generous principal rooms w/refinished hardwood floors, crown mouldings & gas fireplace. A main-floor powder room & abundant storage add everyday practicality. Upstairs are 4 well-proportioned bedrooms & a charming second-floor balcony overlooking the garden. Extensive improvements include new windows throughout & new A/C. See attachments for a complete list of upgrades. The finished lower level w/separate entrance provides flexible additional living space. Outside, the fully fenced & landscaped backyard features a new glass-railed patio, perfect for outdoor dining & entertaining. Approved plans for a rear garden suite offer exciting future potential. And then there is the Moore Park lifestyle! Walk the kids to Whitney Public School or OLPH, stroll the ravine & Beltline trails with coffee in hand, or spend summer days at Moorevale Park w/its splash pad, playground, tennis courts, sports fields, programs & camps. Schools, green space & community are steps from your door. Walk to shops, restaurants & TTC at Yonge & St. Clair, w/Summerhill, Leaside & downtown close by. Rear garage & parking for 2 cars complete this rare offering.4 bedrooms. 25 ft wide. 2-car parking. Garden suite opportunity. Turnkey living in Moore Park. A truly special place to put down roots. *Some photos have been virtually staged.

112 Rose Park Drive, Toronto
$2,949,000
3 Beds ⋅ 4 Baths ⋅ C13782296 MLS
Set on one of North Rosedale's most coveted cul-de-sacs, 30 Edgewood Cres., is a turn-key residence offering timeless elegance and curb appeal. Just steps from Summerhill Market, this meticulously maintained home spans approx. 2,900 square feet across all levels. Elevated above street level for enhanced privacy, the property is framed by a striking stone driveway and pathways, with lush, professionally landscaped gardens that will appeal to any avid gardener. Inside, abundant windows flood the home with natural light, beginning with a beautiful stained-glass window alcove at the entry. The elegant living room features classic crown moulding, a natural gas log fireplace with a marble surround, and French doors opening to a Juliet balcony. It flows seamlessly into the open-concept dining room, where crown moulding, a large picture window, a detailed ceiling medallion, and built-in shelving create a sophisticated entertaining space. The eat-in kitchen features a Wolf gas stove and floor-to-ceiling windows, designed for everyday family gatherings. A convenient walk-out extends the space to the deck, creating an effortless indoor-outdoor connection. The second level offers a spacious den with herringbone floors, bay windows, a second natural gas log fireplace, and a wall-to-wall built-in bookcase, forming a refined retreat. The primary bedroom features a spa-inspired 5-piece ensuite with heated floors, a skylight, custom California Closets, and access to a private terrace with glass railings and a retractable awning. The upper level includes two additional bedrooms, one with cathedral ceilings and beams, along with a 3-piece bathroom. The fully finished lower level includes a cedar room with ample storage. Extremely private backyard oasis, fully fenced with two wrought-iron gates, boasting multiple composite weatherproof decks, a pergola, and a serene ravine backdrop. The mature tree canopy and frequent wildlife sightings create natural privacy rarely found in the city.

30 Edgewood Crescent, Toronto
$8,995,000
7 Beds ⋅ 5 Baths ⋅ C13782178 MLS
Situated in the heart of North Rosedale, Whitney Avenue is a picturesque street of established homes set beneath a leafy canopy. For more than a century, it has held sway as one of Toronto's most established addresses; minutes from the ravine and the shops of Yonge and Summerhill, and within reach of the city's best public and private schools. Number 20 is a centre-hall home in the classical style, taken back to its bones and reimagined by designer Connie Braemer in a contemporary renovation featured in House & Home. The result keeps the formality and proportion of the original architecture while opening the house up to create spaces perfectly-tailored for today's families. A striking foyer in concrete-look slab sets the palette that carries through the home: charcoal and warm rift-cut white oak, ebony-stained millwork, and black-framed glass doors that keep sight lines open while defining each room and setting the tone.The formal living and dining rooms at the front of the house have been reimagined through a modern lens while maintaining a sophisticated edge. Behind them, the wall between kitchen and family room has dissolved, creating an expansive open space for family living and entertaining, a striking kitchen anchored by a La Cornue range, and a rare servery kept within the expanded footprint. Oversized sliding doors open the family room onto the patio with outdoor living, swimming pool, and integrated hot tub. Upstairs, the primary suite has two walk-in closets and a marble-look porcelain ensuite, with a second bedroom and dedicated library on the same floor. The third floor holds three more bedrooms, and the lower level adds a recreation room, a wine cellar, and an additional bedroom. Secluded and private, yet minutes from the amenities those who call Rosedale home enjoy.

20 Whitney Avenue, Toronto
$3,895,000
5 Beds ⋅ 5 Baths ⋅ C13779840 MLS
40 Summerhill Gardens, an exceptional offering in the prestigious Summerhill & Yonge neighbourhood - where refined design meets the serenity of ravine living. This architecturally striking residence offers approximately 4,000 square feet above grade, thoughtfully designed to deliver both elegance and functionality across every level. The main floor unfolds with seamless sophistication, featuring expansive principal rooms ideal for both everyday living and upscale entertaining. A warm gas fireplace anchors the living space, while the open-concept layout flows effortlessly through the living, dining, and family areas. The chef-inspired kitchen is appointed with premium stainless steel appliances, sleek finishes, and ample workspace, perfectly suited for hosting or quiet family meals. Designed with privacy and versatility in mind, the home's 3+2 bedroom, 5 bathroom layout spans multiple levels, offering well-defined spaces for relaxation, work, and recreation. A standout home office, framed by a picturesque ravine backdrop, creates an inspiring work-from-home environment. The primary suite is a true retreat, complete with a spa-like 6-piece ensuite and generous proportions. Additional features include a fully customized home gym, a stylish and functional mudroom, and beautifully appointed secondary bedrooms. Outdoors, a spacious deck provides a tranquil setting for entertaining or unwinding, surrounded by lush ravine views. With parking for three vehicles, including a private garage, and just steps to transit, upscale shops, and acclaimed dining, this residence offers a rare blend of urban convenience and natural beauty-an extraordinary opportunity in one of Toronto's most sought-after enclaves.

40 Summerhill Gardens, Toronto
$4,198,000
5 Beds ⋅ 4 Baths ⋅ C13778234 MLS
Set on a wide, beautifully landscaped 57' x 130' lush lot, 186 Rosedale Heights Drive makes a memorable first impression. A flagstone walkway, Victorian wrought iron lamp posts and back gate, mature trees, manicured shrubs and flowing lavender lead to a Castle-esque front door with a lion's head knocker. Welcome Home. This gracious 2 1/2-storey, centre-hall home is a perfect blend of Arts and Crafts architecture and English Country estate with approx. 3,660 sf of finished living space. The formal living / music room has a wood-burning fireplace with a Louis XV-style carved marble mantel. The formal living/music room has a striking Louis XV-style marble mantel. The library/family room has a gas fireplace and spectacular view of the soothing back garden. Together these rooms extend an impressive 50 feet providing space for quiet contemplation, room to roam for large gatherings or piano recitals. The exceptionally wide dining room is equally suited for classic dining arrangement or a generous round table for memorable gatherings.The bright eat-in kitchen overlooks the private back garden features granite counters, 2 dishwashers, a beverage fridge, a Sub-Zero fridge, a warming drawer, plus a B/I desk. The centre island offers room to work or dine. A powder room and laundry complete the main level. The spacious primary bedroom has a 5 pc ensuite and W/I Closet. Four additional bedrooms and two bathrooms offer sleeping, working, or hobbies space. The lower level has a large playroom/theatre or billiards room and large utility storage room with sink. The professionally landscaped irrigated gardens features a Japanese zen inspired privacy seating bench separating the ivy clad one car garage. Beautiful, elegant, cozy, and comfortable family home walking distance to top-rated schools, nature paths, tennis courts, parks, trails, Summerhill market. Serene Moore Park offers one of the best lifestyles in Toronto.

186 Rosedale Heights Drive, Toronto
$3,250,000
5 Beds ⋅ 4 Baths ⋅ C13769036 MLS
Welcome to 20 Edgewood Crescent - located in coveted North Rosedale, this home checks every box! Set on a coveted, quiet dead-end cul-de-sac, this grand, detached family home is located in the kind of neighbourhood where families put down roots & rarely leave. Completely renovated down to the studs in 2021 w/a 3rd-floor addition by Caliber Builds & Interiors by Palmerston Design, the home offers just under 3,500 sq. ft. of beautifully finished living space. Perfectly arranged w/ everything you need including: 4 bedrms, 4 bathrms, garage + parking for 2 more cars and-yes-a pool, hot tub & cabana! Inside, the open-concept main floor delivers effortless family living & entertaining space w/ 9'2" ceilings, hardwood floors, natural light flooding in & an amazing back "mud room" entrance. The custom kitchen is the heart of the home w/full-height cabinetry, exceptional storage, Hanstone waterfall counters, oversized island, breakfast bar & premium built-in appliances. The 2nd floor offers 3 generous bedrms plus a family rm/optonal 5th bedrm & sun-filled tandem office. The entire 3rd floor is dedicated to the primary retreat w/vaulted ceilings, 2 walk-in closets, open office/sitting area & gorgeous ensuite. The finished lower level has a separate entrance, rec room, kitchenette & 3-pc bathrm-perfect for guests, teenagers, a nanny or movie nights. Outside, the professionally landscaped, fully enclosed garden feels like a private resort w/a inground concrete pool, hot tub, fabulous private cabana - perfect for watching Tennis, Golf or to simply enjoy a good book; the custom stone patio & expansive deck complete this ideal "cottage in the city" picture. Walk to local shops, cafés, parks, ravines & the everyday convenience of Summerhill Market while enjoying the privacy & community of prime Rosedale & the exceptional schools that are steps away from Whitney to O.L.P.H, U.C.C & Branksome Hall. Renovated. Turnkey. Incredible family space. Serious backyard. This is the one!

20 Edgewood Crescent, Toronto