Find Homes for Sale in Rosedale, Toronto, Canada
Welcome to the premier resource for finding homes in Rosedale, one of Toronto’s most prestigious neighborhoods. Our exclusive listings feature a variety of luxurious properties, perfect for those seeking an upscale and elegant living experience. Discover the charm and sophistication of Rosedale and find your ideal home with our curated selection, detailed information, and expert guidance.
-
68 Nesbitt Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12101904
68 Nesbitt Drive Toronto M4W 2G3 
$1,299,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12101904
- Bedrooms:
- 3
- Bathrooms:
- 3
Perfect opportunity to own a detached home in one of the most desirable neighborhoods of the city for an accessible price! This charming brick bungalow is an absolute gem. You will love its peaceful atmosphere nestled among mature trees and surrounded by walking trails and parks, ideal for nature lovers. Enjoy all the amenities city living can offer with outstanding schools, shops and downtown Toronto just minutes away. This home has been lovingly maintained and is move in ready as a starter home. It features a new energy efficient heat-pump and furnace. The finished basement has a separate entrance and can easily be converted into a separate suite for additional income to make home ownership more affordable. This can also be the perfect location where you can build your dream home. More detailsListed by RED HOUSE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
23 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12102765
23 South Drive Toronto M4W 1R2
$7,654,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12102765
- Bedrooms:
- 5
- Bathrooms:
- 5
Set on an extraordinary 50 ft x 292 ft ravine lot with spectacular park-like vistas, this architecturally distinct 5-bedroom home in South Rosedale blends classic heritage charm and modern design. It offers exceptional privacy and tranquility in the heart of the city. Behind its stately Rosedale façade lies an extraordinary interior where light, scale, and playful sophistication converge. The main floor features a gracious living room with fireplace and an oversized dining room. The dramatic two-storey atrium forms the heart of the home, seamlessly connecting indoor and outdoor living. Complementing the atrium, a nearby room with a second wood-burning fireplace adds warmth and versatility perfect as a media room, office, or creative space. The lower level opens onto a stone patio that flows seamlessly into the landscaped gardens. Beyond lies a generous stretch of tableland offering endless possibilities a soccer field, hockey rink and other recreational uses, or simply left in its natural state for a serene, nature conservation-style retreat. The upper floors offer five spacious bedrooms and include a primary suite with a sitting area, bay windows, wood-burning fireplace, and ensuite bath. Topped off with a private driveway, this home delivers rare convenience and charm. Located just minutes from Yonge, Rosedale, Summerhill, and some of Torontos top schools, this property is a truly rare opportunity to own a piece of architectural artistry in one of the citys most coveted neighbourhoods. More detailsListed by RE/MAX WEST REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
43 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12099631
43 Douglas Crescent Toronto M4W 2E6
$9,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12099631
- Bedrooms:
- 4
- Bathrooms:
- 5
Nestled into the trees, this spectacular Rosedale home has been totally reimagined and redesigned, creating a home quite unique for Toronto. The ravine lot is an expansive 50x127.66 lot with additional green space at the rear, backing onto the abandoned rail line that leads to the Evergreen Brickworks. Incredible four seasons living, watching the wildlife outside your windows; truly an oasis in the city. As seen right now in Elle Decor UK, will be featured in Architectural Digest, and the Local Project in upcoming issues. Every ounce of the home showcases the best in materials and craftsmanship; a total renovation of this L shaped mid century modern home was undertaken, including new triple glazed windows, doors, and skylights, new roof, new heating and cooling systems with in-floor heating throughout the house in addition to forced air heating and cooling. An expansive glycol heating system for winter for the driveway, front pathway, side pathway, and entire inner courtyard surrounding the beautiful year-round Gunite pool and whirlpool. Limestone (sourced from Kentucky) pool deck, specimen trees create incredible privacy, an outdoor kitchen has been built on the expansive Ipe deck at the rear of the property from which to watch the seasons change. The best materials have been curated for the kitchen and washrooms; onyx, rare marbles, and designer finishes. The kitchen offers top of the line appliances, designed with a chef in mind. The whole house has been insulated and waterproofed with a new weeping tile system, sump pump, and backflow preventer. New Moncer oak hardwood floors have been installed throughout, and new light fixtures have been carefully chosen. The all new Creston system, audiovisual and components, offers the latest in smart home technology. This is an exquisite and rare offering, a calm retreat in our vibrant and busy city. Walk to Summerhill Market and shops, walk to area schools (Bennington Heights, Bessborough Drive Leaside HS, Branksome Hall). More detailsListed by ROYAL LEPAGE/J & D DIVISION- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
4 Meredith Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12094920
4 Meredith Crescent Toronto M4W 3B6
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12094920
- Bedrooms:
- 5
- Bathrooms:
- 5
Set in the heart of coveted Rosedale, this elegantly renovated home offers timeless sophistication on an exceptional 50-foot frontage. Perched at the top of a rare south-facing lot with sweeping, unobstructed skyline views, the property effortlessly blends privacy and prestige in one of Toronto's most storied neighbourhoods. A long private driveway with ample parking and a detached 1.5-car garage provides great convenience, an uncommon luxury in the area. The home's refined interior marries classic architectural detail with thoughtfully curated modern updates, creating a warm yet elevated living experience across every room. Your gracious third-floor primary suite features a separate sitting room or library. Walk out from your lower level into the flat backyard oasis, and sit in front of the fire pit on a cozy evening. This home is perfectly positioned just a short stroll from Bloor Street's boutiques, fine dining and within short walking distance of Branksome Hall. This home is ideal for families seeking both top-tier education and vibrant city living. Commuters will appreciate seamless access via Mt. Pleasant Road and nearby transit routes, making daily travel effortlessly efficient. With its generous proportions, elegant curb appeal, and exquisite renovations, this Rosedale gem is a rare offering for those who value location, luxury, and lifestyle in equal measure. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
68 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095465
68 Astley Avenue Toronto M4W 3B4
$3,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095465
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to North Rosedale -A Rare Opportunity in a Coveted, Historic Community. Nestled in the heart of prestigious North Rosedale, this elegant 3-storey residence offers timeless charm and exceptional space for refined family living. Featuring 5 bedrooms, 5 bathrooms, and a private nanny suite in the lower level, this home seamlessly blends classic character with modern comforts.The main floor boasts a formal dining room with custom built-ins, a spacious family room combined with an open-concept kitchen, and a sunlit breakfast room perfect for casual meals. The living room exudes warmth, complete with a fireplace, bay window, and serene views of the front yard.Upstairs, the primary retreat features a luxurious 5-piece ensuite and an expansive walk-in closet, while the upper levels offer two private terraces, ideal for outdoor entertaining or quiet relaxation. Lush yard with a peaceful pond and beautifully landscaped garden.Natural light fills every corner of this home, enhancing its bright, welcoming ambiance. Located just steps from Chorley Park, Summerhill Market, and all of Rosedale's top-tier amenities, this is a rare opportunity to own in one of Torontos most distinguished neighborhoods. More detailsListed by SOTHEBY`S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
68 Rowanwood Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12094739
68 Rowanwood Avenue Toronto M4W 1Y9
$7,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12094739
- Bedrooms:
- 8
- Bathrooms:
- 4
Exquisitely renovated South Rosedale Residence located on a coveted street, just a short stroll from Yonge St. This distinguished, designer's own home exudes timeless elegance & thoughtful design on every level & was reimagined by Baldwin & Franklin Architects with a substantial addition & renovation. A wide 45 ft lot with private drive, detached 2 car garage & stunning landscaping by Janet Rosenberg plus over 5000 sq ft of living space make this home perfectly turnkey for family living. A beautiful home made for entertaining with large principal rooms & gracious proportions. The sun-filled, south-facing living & dining rooms are anchored by a carved limestone gas fireplace, a bay window & a walk out to the manicured front garden a truly serene setting.The kitchen is appointed with high-end appliances, marble countertops & a large centre island. Enjoy the open-concept breakfast area & family room - an ideal setting for hosting.The 2nd level features a luxurious primary retreat with a walk-in closet, a 5-pc spa like ensuite bath & a private terrace. A secondary family room with a gas fireplace along with a beautifully appointed office with custom built-ins, complete this sophisticated level.The 3rd floor features generously proportioned bedrooms, a 3-pc bathroom & a flexible bonus space usable as a 5th bedroom, homework zone, or office.The fully finished lower level has a spacious rec room, a wine cellar equipped with 4 full-sized wine fridges, a laundry room & 2 additional rooms could be used as bedrooms or as an exercise room. Step outside into your private, beautifully landscaped backyard by Janet Rosenberg an entertainers dream with a flagstone patio with seating area, a manicured yard, accent lighting & mature trees lining the perimeter for privacy.Ideally located walking distance to local shops & restaurants, Branksome & Rosedale Ps, TTC, beautiful Ravine trails & Parks. A true Rosedale classic- rare in scale, rich in character & designed for modern living. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
53 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095664
53 Maple Avenue Toronto M4W 2T9 OPEN HOUSE: Apr 26, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, April 26, 2025 2:00PM - 4:00PMOPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$3,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095664
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 53 Maple Avenue: a home rich in history, nestled on a picturesque, tree-lined street in South Rosedale. This home blends historic charm with thoughtful updates and offers expansive principal rooms, providing a sense of grandeur and sophistication throughout. With four generously sized bedrooms and four bathrooms, this property is ideal for family living. Spanning over 3,000 square feet above grade, plus an additional 1,000 square feet in the lower level, there is no shortage of space to accommodate your lifestyle. The home has been thoughtfully updated to meet the highest standards, including a brand-new roof, a beautifully re-modelled kitchen, and upgraded bathrooms. Additionally, all windows and doors have been replaced with premium Ridley products, ensuring both energy efficiency and style. Situated in one of Toronto's most coveted neighborhoods, this residence boasts an enviable location with convenient parking. It is just steps away from prestigious private schools such as Branksome Hall, Mooredale, and Montcrest, as well as top-rated public schools like Rosedale Public School. The home is also within walking distance to lush green spaces like Craigleigh Gardens and the scenic Rosedale Ravine System, offering peaceful retreats in the heart of the city. Plus, easy access to the TTC subway ensures that you are well-connected to all the amenities Toronto has to offer. Ready for immediate occupancy, this stunning property offers a seamless move-in experience and is situated in a family-friendly community that will provide years of comfort and enjoyment. Don't miss the opportunity to make this exceptional home your own. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
8 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12095853
8 Binscarth Road Toronto M4W 1Y1 OPEN HOUSE: Apr 26, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, April 26, 2025 2:00PM - 4:00PMOPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$8,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12095853
- Bedrooms:
- 8
- Bathrooms:
- 6
Classic North Rosedale family home embodies graciousness and grandeur, situated on one of the neighborhoods most sought-after streets. With over 6300 square feet of living space, including a lower level, it features 7 bedrooms, and 6 bathrooms, making it perfect for family living and entertaining. Elegant architectural design blends with meticulous restoration and modern finishes, creating exceptional living space. The formal living and dining rooms, with their high ceilings, wood-burning fireplaces, plaster crown moldings, leaded pane glass windows and French doors, create a stunning backdrop for memorable entertaining. The impressive gourmet kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a charming breakfast area perfectly balances form and function. For more casual gatherings, the family room seamlessly connects to a covered porch, offering a cozy yet stylish setting for everyday enjoyment. The primary suite offers a relaxing retreat, featuring spacious walk-in dressing room and a luxurious marble ensuite bath. Completing the private accommodations are two additional bedrooms, an office, and the convenience of second-level laundry, along with three bedrooms on the third level. The lower level adds even more value with a playroom, nanny's room, exercise room, and ample storage cellar. Exquisitely landscaped gardens, mature trees, and sparkling pool accented by wrought iron arbors create a magical paradise. The homes prime location near schools, (OLPH & Whitney School District), Rosedale Park, local shopping, and public transit complete the amenities of this unique opportunity. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
56 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12092726
56 Roxborough Drive Toronto M4W 1X1
$4,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12092726
- Bedrooms:
- 4
- Bathrooms:
- 3
Stairway to heaven, 56 Roxborough Dr. sits on a simply sublime 110 x 129 ravine lot nestled on top of the Roxborough hillside, offering an unparalleled experience in privacy & natural splendour, a tree top sanctuary, the likes of which cannot be duplicated in Rosedale. The home is completely surrounded by a magnificent stone Terrace, designed by Mark Hartley, & crafted completely in Wiarton stone by true stone masons. This expansive Terrace will entice you to indulge in a coffee while reading a good book, a glass of wine, or al fresco dining under the trees with friends & loved ones. The existing home has been taken back to studs & is ready for its new owner to create their vision for this treetop escape, a true blank canvas for someone with vision who doesn't want to inherit, or pay for someone else's choices. **EXTRAS** This property is for someone who is seeking an urban retreat, yet desires privacy, an intellectual, a writer, an artist or a great thinker who appreciates peaceful surroundings & being wrapped in Mother Nature's arms. More detailsListed by SOTHEBY`S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
57 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12083987
57 Castle Frank Road Toronto M4W 2Z5 OPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$3,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12083987
- Bedrooms:
- 5
- Bathrooms:
- 4
SLAY THE DRAGON AND LIVE AT CASTLE FRANK! Hold onto your hearts Rosedale: Gorgeous 1914 Craftsman with sweeping views over the gates of Drumsnab Park. With presence and poise, this home introduces itself before you even step inside through its deep front veranda that feels straight out of a fairytale amongst the lush and mature trees of South Rosedale. All four finished levels are elegant, expansive, and kissed with soft, natural light through many period specific leaded windows. Main floor with large principal rooms, wood burning fireplace, fabulous wainscotting and many cozy vignettes for reading and lounging. Bedroom suites upstairs are absolute sanctuaries with ample room for oversized beds, lounging, late-night chats and never wanting to leave. Finished basement with fabulous sunk-in media room and extra suite for guests, live-in help or independent teenager. Super rare and ultra private garage/parking.Minutes walk to the subway station, Craigleigh Gardens, the DVP and the Danforth. Perfect location for Rosedale Public and Branksome Hall schools.Commanding from the curb, graceful at every turn. The type of family home that makes you want to host every holiday and be part of a garden club. #letsbefrank #youneedacastle #sameherereally More detailsListed by SAGE REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
29 Edgar Avenue in Simcoe: Baxter House for sale (Essa) : MLS®# N12083189
29 Edgar Avenue Simcoe L3W 0A9
$1,080,000Residential Freehold- Status:
- Active
- MLS® Num:
- N12083189
- Bedrooms:
- 2
- Bathrooms:
- 2
Top 5 Reasons You Will Love This Home: 1) This is your chance to own a brand-new home offering incredible value, priced lower than the builder's rate, complete with numerous high-end upgrades 2) Beautiful oak hardwood flooring flows seamlessly through the main living spaces and stairs, leading to an untouched basement, while soaring 9' ceilings add an elegant touch throughout 3) The expansive main level features a private office/den plus a spacious bedroom with its own walk-in closet, while the primary retreat boasts a tray ceiling, a luxurious ensuite, and a walk-in closet 4) Chef-inspired kitchen, open to the dining and living areas, making cooking and entertaining a breeze, allowing the chef to stay connected to guests 5) Situated in an affluent, newly developed community, this home is the perfect fit for a growing family or someone seeking the convenience of main level living. 1,858 above grade sq.ft plus an unfished basement. Visit our website for more detailed information. *Please note some images have been virtually staged to show the potential of the home. More detailsListed by FARIS TEAM REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12074876
74 Dale Avenue Toronto M4W 1K9 OPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$3,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12074876
- Bedrooms:
- 6
- Bathrooms:
- 5
Absolutely Stunning Rare South Rosedale 5+1 Bed 4.5 Bath Fully Freehold Detached Home With Permit for Secondary Unit Applied with City, for Half the Price of Condo Townhomes on the Street In Canada's Most Coveted Neighborhood With Proximity To Top-Ranked Schools; Elementary School*Rosedale Public*, High School *Northern Secondary*, Private Schools *Branksome Hall, Upper Canada College & The York School*, Recently Spent More Than $150K On Reno, Newer Hardwood Floor Throughout, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete And Weeping, And Much More! 100 Metres To Castlefrank Subway Station! Excellent Location, Mins To DVP/Bloor/Gardiner, Yonge/Bloor, Danforth Food/Entertainment & Yorkville Shopping Districts. Close To UofT, Hospitals, Museums, Business & Entertainment Centres. **EXTRAS** Recently Spent More Than $150K On Reno, Newer Hardwood Floor T/O, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete & Weeping, And Much More! SS Fridge, Gas Stove, B/I Dishwasher, B/I Microwave, 2 Washers, 2 Dryers. More detailsListed by MINMAXX REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated April 26, 2025 at 02:15 PM (UTC)
powered by myRealPage.com
Explore Homes for Sale in Rosedale, Toronto, Canada
Browse our comprehensive listings of homes for sale in Rosedale, offering a variety of styles, sizes, and price points to suit your needs. Each listing includes detailed descriptions, high-quality photos, and essential information to help you make an informed decision. Whether you’re looking for a historic estate, a modern luxury home, or a grand property with expansive grounds, our listings cater to the most discerning buyers.
Navigating the Home Buying Process in Rosedale
Buying a home in Rosedale involves various considerations, such as understanding the local luxury market, financing options, and exclusive neighborhood amenities. Our resources and expert guidance are designed to help you navigate these complexities, ensuring a smooth and informed buying process. We offer advice on property inspections, high-end mortgage options, and long-term investment strategies to help you make the best choice.
Maximizing Exposure for Your Rosedale Home
If you’re selling a home in Rosedale, our platform offers exceptional exposure to a targeted audience of high-net-worth buyers. We utilize advanced marketing techniques to highlight the key features and benefits of your property, ensuring it stands out in the competitive Toronto real estate market. Our goal is to connect you with interested buyers efficiently, facilitating successful and profitable transactions.
Start Your Home Search in Rosedale Today
Embark on your journey to find the perfect home in Rosedale, Toronto, Canada with us. Our user-friendly platform and dedicated team are here to assist you every step of the way, making the search and purchase process seamless and rewarding.
Explore our listings and discover the ideal luxury home for your next move or investment. Let us help you find your perfect property in Rosedale, Toronto.
Explore More Real Estate Options in Toronto:
- New Homes in Toronto
- Lofts in Toronto
- Luxury Penthouses in Toronto
- Cheap Houses in Toronto
- Condos for Rent in Toronto
- Toronto Townhomes for Sale
- Toronto Bungalows for Sale
- Luxury Homes in Toronto
- Toronto Detached Homes
- Toronto Real Estate Listings
- Homes for Sale in Leslieville
- Homes for Sale in Rosedale, Toronto
- Homes for Sale in Leaside, Toronto
- East York Homes for Sale in Toronto
Each of these links will redirect you to a dedicated subpage with detailed listings and information tailored to that specific area. Start exploring and find the luxury home that best suits your needs and preferences.
Get The Royal Treatment
When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.