Rosedale-Moore Park Homes for Sale

Rosedale-Moore Park Homes for Sale

Welcome to Rosedale-Moore Park, one of Toronto's most coveted neighborhoods, where charm meets sophistication. Nestled in the heart of the city, this picturesque enclave is renowned for its lush greenery, historic architecture, and vibrant community spirit. As you stroll through the tree-lined streets, you'll be captivated by the stunning heritage homes that reflect the area’s rich history, blending timeless elegance with modern comforts.

Rosedale-Moore Park boasts an array of amenities that cater to both families and professionals alike. Enjoy leisurely afternoons in the expansive Moore Park Ravines, where scenic walking trails and serene picnic spots await. The neighborhood is also home to an impressive selection of boutique shops, artisanal cafes, and gourmet restaurants, ensuring that residents have access to everything they need just moments from their doorstep.

For those looking to make Rosedale-Moore Park their home, the real estate market offers an exciting variety of options. From grand historic mansions to contemporary condos, there’s something to suit every taste and lifestyle. Currently, homes for sale in this desirable area present a unique opportunity to become part of a vibrant community that values both aesthetics and quality of life.

With its excellent schools, proximity to downtown Toronto, and a strong sense of community, Rosedale-Moore Park is not just a place to live; it’s a lifestyle choice. Explore the available homes for sale today and discover the perfect setting for your next chapter in this enchanting neighborhood!

Newest Rosedale-Moore Park Homes for Sale

$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
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