Properties & Houses for Sale in Rosedale, Toronto MLS® Listings
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91 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12430684
91 Glen Road Toronto M4W 2V5 
$3,125,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12430684
- Bedrooms:
- 3
- Bathrooms:
- 4
Exuding timeless elegance, this South Rosedale townhome was designed by renowned custom homebuilder Joe Brennan. Nestled on a winding, tree-lined section of Glen Road with a long setback from the road to ensure privacy. With over 3,300 sq ft across three levels, this home offers a seamless layout with the opportunity to customize as needed. The main floor of this home is truly a 'wow' - oversize in scale with high ceilings and well-suited for entertaining. Featuring magnificent natural light cascading from multiple skylights, rich dark hardwood flooring and a wood-burning fireplace flanked by large picture windows overlooking the garden. The formal dining room comfortably seats eight to ten people and features beautiful panelling and a convenient servery leading to the thoughtfully-designed kitchen. On the second floor, the massive primary bedroom offers a bright and airy ensuite with skylight, and the spacious second bedroom has its own ensuite and a walk-in closet. Ample space on the second floor offers the possibility to reconfigure for three bedrooms. The above-grade ground level offers a family room / office with a gas fireplace, large picture windows and a walk-out to the garden. Truly an enviable location, access to Craigleigh Gardens park and Milkmans Lane trail is just around the corner for a peaceful retreat under the tree canopy. Toronto's finest private and public schools including Branksome Hall and Rosedale Jr Public School are nearby. Situated just steps to the bus stop and walking distance to both Rosedale and Castle Frank subway stations ensures that you are well connected to the city. Rare three-car parking with an integrated garage providing direct access to the home and a long private interlocking brick drive. This is a wonderful opportunity for discerning buyers seeking the lifestyle and tranquility of this coveted neighbourhood. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428575
139 Hudson Drive Toronto M4T 2K4
$5,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12428575
- Bedrooms:
- 5
- Bathrooms:
- 4
Commanding attention on one of Moore Park's most prestigious streets, 139 Hudson Drive is a traditional Moore Park home. This elegant residence sits on a special 75 x 263 ft ravine lot with beautiful tree-lined views. Thoughtfully updated while preserving its original character, the home features a classic centre-hall design with a welcoming foyer, generous principal rooms, and refined details that exude warmth and sophistication. Flooded with natural light, the interiors include five bedrooms, four bathrooms, and a stylish kitchen, making the home equally well-suited for relaxed family living and gracious entertaining. The lower level offers over 1,300 square feet of additional living space with a gym, expansive recreation room, dedicated laundry and excellent storage. An attached two-car garage and parking pad adds convenience, with table land behind providing a backyard space where children can play. Enjoy a sense of privacy and serenity rarely found in the city. Beyond the beauty of the existing home lies the extraordinary potential of the land itself. With direct ravine access and 75 feet of frontage, the property offers the option to either undertake either a small or large renovation, according to your vision; the only limit is your imagination. Speak to the listing agent about the endless opportunities available. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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133 & 135 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428607
133 & 135 Hudson Drive Toronto M4T 2K4
$4,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12428607
Introducing 133 and 135 Hudson Drive, two rare vacant parcels of land backing onto the ravine in Toronto's prestigious Moore Park neighbourhood. The combined parcels are being offered for sale together, creating an expansive 80 x 263 ft ravine lot. Here you have the unique opportunity to construct an exceptional new build home with a double car garage and the existing driveway curb cut in place. Illustrative concept plans for a 4500 +square foot house by Baldwin & Franklin Architects have already received positive consideration from the TRCA (Toronto and Region Conservation Authority). The plans which show the ideal placement of the home across the lots to maximize ravine views and table land.This unparalleled potential is an ideal canvas for developers or end-users seeking to create a high-end residence with a serene ravine backdrop, just moments from renowned schools, lush parks and dynamic shopping districts - a truly remarkable offering. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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133, 135 & 139 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428621
133, 135 & 139 Hudson Drive Toronto M4T 2K4
$9,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12428621
- Bedrooms:
- 5
- Bathrooms:
- 4
What makes a property truly rare? At 139 Hudson Drive, it is not just the classic architecture or the breathtaking ravine setting, it is the scale and flexibility of what is possible. Whether you are dreaming of a legacy estate, envisioning a transformative new build, or simply seeking extraordinary land value in a premier neighbourhood, this is a once-in-a-generation opportunity. On this expansive, combined parcel, the only limit is imagination. Set across a sprawling 156 x 263 foot ravine lot, this property unites 139, 135, and 133 Hudson Drive into a single, grand holding. The home itself is set on the northernmost edge, with 75 feet of frontage at 139 Hudson Drive, overlooking the attached lots at 135 Hudson and 133 Hudson, offering an additional 80 feet of frontage for the total of 156 ft. The home offers a classic centre-hall design, refined architectural details, and an elegant indoor-outdoor connection to nature, with five bedrooms, four bathrooms, and beautifully maintained interiors rich with charm and craftsmanship. Surrounded by landscaped gardens, the home is thoughtfully designed for both everyday living and special gatherings, offering privacy and warmth in one of Toronto's most coveted neighbourhoods. Beyond the classic home currently perched on this incredible lot, the true potential of this property lies in the vastness of its land, three severed prime ravine lots offering endless possibilities. Whether maintained as an exquisite estate, renovated to expand the current home, or developed as one sees fit, the opportunity is as rare as it is flexible. With direct ravine access, multiple building options, and proximity to top schools, shopping, and transit, this land presents a rare offering for families, developers, or investors seeking scale, serenity, and prestige in a premier Toronto community. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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421 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12428629
421 St Clair Avenue E Toronto M4T 1P6 OPEN HOUSE: Sep 28, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, September 28, 2025 2:00PM - 4:00PMOPEN HOUSE: Sep 28, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, September 28, 2025 2:00PM - 4:00PM
$2,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12428629
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this charming and traditional Moore Park residence, nestled in a treed setting on the quiet stretch of St. Clair Avenue East. This upgraded home offers a perfect balance of timeless character and modern comfort. The inviting main floor features a warm living room with hardwood flooring, a fireplace (closed), and leaded glass windows, alongside a formal dining room with wainscoting and crown moulding. A renovated galley style kitchen with quartz counters opens to a bright breakfast area overlooking the garden, with direct access to the deck and a convenient gas outlet for barbeques, ideal for entertaining.The upper level offers a spacious primary bedroom with a built in closet and garden views, along with two additional bedrooms featuring hardwood floors, built in bookcases, and casement windows.The renovated main four piece bathroom combines modern finishes with timeless style, offering both comfort and elegance. The fully finished lower level has been completely renovated, providing a comfortable recreation space, a three piece bath with heated floors, and laundry facilities. Outdoors, the property offers a true oasis. Wild strawberries and gooseberry bushes flourish in the front yard, while the professionally landscaped fenced rear garden extends 143 feet deep. It includes underground irrigation and lighting, as well as plum, pink, red, and black currant bushes that bring seasonal beauty and variety. A garden shed provides practical storage and functionality. A legal front pad offers parking for one car. The location provides both convenience and tranquility, only steps from the Moore Park Ravine, Evergreen Brickworks, shopping, and public transit. This residence offers natural beauty combined with city living in one of Torontos most desirable neighbourhoods. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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2515 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12429673
2515 8 Park Road Toronto M4W 3S5
$579,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12429673
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to Yorkville living at its finest, where style meets convenience at 8 Park Road. This beautifully renovated 1-bedroom + den suite is a boutique gem, thoughtfully customized by the owner and not a flip property. Situated in the heart of Toronto's most desirable neighbourhood, this suite offers a perfect blend of smart design, modern features, and unbeatable location. Inside, you'll find a functional open-concept layout with soaring ceilings, floor-to-ceiling windows, and a private west-facing balcony, ideal for enjoying sunset views. The living and dining area provides generous space for relaxing or entertaining, while the updated kitchen features full-sized stainless steel appliances, a fridge with a built-in water dispenser, sleek shaker-style cabinetry, and waterfall quartz countertops. Energy-efficient LED pot lights, a smart thermostat, and even a smart toilet add thoughtful convenience and modern flair. The spacious bedroom includes a double closet and easy access to a renovated 4-piece bathroom with an accent shower niche, offering a spa-like feel. The separate den is perfect as a home office, guest space, or reading nook. Additional features include wide-plank hardwood-look luxury vinyl flooring, motorized blackout blinds, and a brand-new stacked washer and dryer in a dedicated laundry area. Enjoy direct indoor access to the Yonge and Bloor subway lines, Longos, GoodLife Fitness, shopping, dining, and entertainment. All-inclusive maintenance fees cover hydro and water, with access to incredible amenities: a recreation lounge with 90 TV and a pool table, library, party room, 16-person boardroom, and one of Toronto's largest rooftop patios with BBQs. Just steps to U of T, TMU, financial institutions, and more, this suite is an ideal home or investment in one of the city's most connected locations. More detailsListed by RE/MAX PLUS CITY TEAM INC.- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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45 Summerhill Gardens in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12425557
45 Summerhill Gardens Toronto M4T 1B4
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12425557
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to 45 Summerhill Gardens, nestled at the centre of the city in Toronto's prestigious Summerhill neighbourhood and situated on one of the neighbourhood's prettiest streets. Charming and turn key, this "end of the row" freehold townhouse is a rare opportunity, benefiting from thoughtful curation by Glenn Dixon Designs in 2024. 45 Summerhill Gardens features over 1200 sq ft of living space on 3 levels, an abundance of natural light, and new engineered hardwood flooring throughout the main and second floors. An inviting lower level features tall ceilings and ample space for a recreation area & home office, plus a walk-out that leads to a rare downtown feature: the home's own private driveway parking and unusually wide 44 foot frontage. Surrounded by mature trees and multi-million-dollar homes, steps to Yonge Streets subway, restaurants, patios and shops, including the flagship LCBO, and minutes to sought after schools and daycares, parks and ravine trails. Come visit - its plain why people buy in this distinct community and find themselves staying for years. Whether you're trying to find a Pied à Terre, a lovely downsizing solution, or your first home, this is a truly unique chance to acquire ground level value and opportunity in one of the finest neighbourhoods in the city. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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29 Whitehall Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12427198
29 Whitehall Road Toronto M4W 2C5 OPEN HOUSE: Sep 28, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, September 28, 2025 2:00PM - 4:00PM
$3,588,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12427198
- Bedrooms:
- 10
- Bathrooms:
- 5
Nestled in the heart of Rosedale, 29 Whitehall Rd offers the perfect balance of elegance, comfort, and opportunity. With its timeless charm and thoughtful updates, this beautifully maintained home is ideal for families and investors alike.A legal duplex with an additional non-conforming third unit, the property features three self-contained suites each with private entrances. The renovated basement apartment, upgraded bathrooms, separate heating and hydro meters, and new storm windows add modern convenience and value. A rare opportunity to own a property in Rosedale-Moore Park is one of Torontos most affluent neighbourhoods, served by an outstanding school district. More detailsListed by FOREST HILL REAL ESTATE INC.- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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709 120 Rosedale Valley Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12424210
709 120 Rosedale Valley Road Toronto M4W 1P8
$849,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12424210
- Bedrooms:
- 2
- Bathrooms:
- 2
Set within a quiet, well-established Rosedale residence, this spacious suite offers thoughtful design, comfort, and leafy treetop views. The inviting foyer offers a coat closet, generous walk-in storage, and a discreet two-piece bath for guests. The suite then opens into expansive living and dining rooms, where the original parquet flooring and oversized windows create a warm and inviting backdrop.The kitchen maximizes space and function, and offers the convenience of a secondary hallway entrance. The king-sized primary bedroom is enhanced by built-in shelving, a walk-in closet, and oversized windows that fill the room with natural light. Once configured as a two-bedroom, the suite was reimagined with a dedicated formal dining area but can easily be converted back to a second bedroom or used as a flexible den or office space. The suite is served by a three-piece bathroom with a glass-enclosed shower. The large balcony provides coveted outdoor living with north and east exposures, nestled in the treetops of Rosedale. Residents here enjoy a welcoming community and amenities that include an outdoor pool, concierge, two laundry rooms and gym. Situated at the foot of Severn Creek Park and within walking distance of Summerhill boutique shops and restaurants along with Rosedale Subway station, this residence pairs comfort with convenience in one of Torontos most cherished neighbourhoods. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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291 St Clair Avenue E in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12422950
291 St Clair Avenue E Toronto M4T 1P3
$2,790,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12422950
- Bedrooms:
- 5
- Bathrooms:
- 3
RosedaleMoore Park Detached Modern with Traditional EleganceIn Torontos most coveted neighbourhood, this fully renovated approx. 2,000 sq ft (1489 Sqt as per Mpac + over 500 SqFoot of finished basement) * 3+2 bedroom home blends modern and traditional design for buyers seeking prestige, comfort, and convenience. Granite, oak, and bamboo floors with hardwood doors, rich stained wood moldings, and marble fireplaces add refinement. *The black-and-white marble powder room and full bathrooms with massaging showers and a Jacuzzi hydrotherapy tub provide luxurious comfort for daily living. The open living/dining area flows to a kitchen with granite counters, premium appliances, breakfast area, wine-and-dine space, and French doors to gardens blooming year-round with annuals and perennials. *The granite-finished lower level includes decorative columns and fireplace. *Curb appeal includes stone-framed blooms, a large driveway, and matching landing. The long lot includes a deck with programmable lighting, pergola, stone patio, fire pit, private retreat behind two storage sheds, and smart lighting in the master bedroom, kitchen, bathroom, and deck that adjusts brightness and color for luxury living. *Surrounded by elite schools Deer Park, North Toronto, Northern Secondary, and Upper Canada College. *minutes to dining, universities, hospitals, transit, and highways. The propertys length also allows expansion at the back for an additional unit, enhancing value and income. More detailsListed by HOMELIFE/CHAMPIONS REALTY INC.- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12423107
45 Mathersfield Drive Toronto M4W 3W4
$5,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12423107
- Bedrooms:
- 5
- Bathrooms:
- 6
Luxury Meets Location in 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 elegancecustom moldings, 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. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
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1703 300 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12424969
1703 300 Bloor Street E Toronto M4W 3Y2
$799,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12424969
- Bedrooms:
- 3
- Bathrooms:
- 2
All-Inclusive luxury living at the coveted Bellagio! This prestigious and well-run (Del Property Management) building offers exceptional value with all utilities included in the maintenance fee. With the picturesque Rosedale Valley Ravine as your backdrop, you've got the best of both worlds with serene views and a vibrant downtown lifestyle just steps away. This 'split plan' 2 bed + den suite features 9 foot ceilings & walls of windows that offer tons of natural light throughout. Private balcony can be accessed from both the living room & primary bedroom. An open-concept kitchen with ample cabinetry overlooks a generous living/dining space. Oversized primary bedroom can fit a king-size bed and has its own ensuite bath & walk-in closet with custom built-ins. 2nd bedroom with closet is ideal for kids or guests. Full-size 2nd bathroom with a shower and ensuite laundry are down the hall. A separate den space can house a home office or additional storage. Includes a parking space and locker! A premier Bloor Street address featuring 24 hour concierge, indoor saltwater pool, gym, sauna, party/meeting room, guest suites & visitor parking. Great central location in prime Rosedale, steps from Yorkville & the city's finest shops/dining. Situated between 2 subway stations (Lines 1 & 2), directly on bike lane and running trails, and in the catchment for top-rated schools. Everything you need at your doorstep including groceries & take-out! Easy DVP/Mt.Pleasant access for quick getaways by car. Parking garage accessible via Bloor or Mount Pleasant. **Note, some images have been virtually staged. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- CHANTEL CRISP
- ROYAL LEPAGE SIGNATURE REALTY, BROKERAGE
- 1 (647) 9679677
- Contact by Email
Data was last updated September 28, 2025 at 05:15 PM (UTC)
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