Rosedale Leases
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501 1 Roxborough Street E in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C14085202
501 1 Roxborough Street E Toronto M4W 1V5 
$18,000Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C14085202
- Bedrooms:
- 3
- Bathrooms:
- 3
A rare opportunity to lease at Hill & Dale, an esteemed boutique building where Summerhill and Rosedale meet. Quiet, discreet and remarkably private, Hill & Dale is home to just 14 distinctive residences, making this a very rare opportunity. This east-facing 2 bedroom & den home boasts clear 10-foot ceilings and expansive, forever views across the treetops of the neighbourhood through soaring triple-pane windows that protect from the sounds of the city. Designed with refined attention to modern detail, the residence offers a full Bulthaup kitchen with Gaggenau appliances, with an oversized island and expanded pantry; European hardwood throughout; a linear gas fireplace set into a stone feature wall; Deltalight architectural lighting; custom wardrobes and vanities by Trevisana; in-ceiling Triad speakers with 5.1 surround in the living room; and custom window coverings. The primary ensuite is equally considered, with Dornbracht fixtures - found throughout the home - a curbless shower and Claybrook bathtub. Abundant natural light and a beautifully conceived floorplan featuring a split bedroom layout, two-and-a-half bathrooms, a large den, a separate laundry room and a private, open-to-above terrace finished in Thermory wood completed with both a gas and water connections. Beautifully conceived and impeccably built, this is a rare opportunity to live within an intimate, highly private community, mere moments from the shops, restaurants and parks of Summerhill and Rosedale, and minutes from the city core. More detailsListed by RIGHT AT HOME REALTY- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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45 Mathersfield Drive in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13687736
45 Mathersfield Drive Toronto M4W 3W4
$14,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13687736
- Bedrooms:
- 5
- Bathrooms:
- 6
Executive Rental is 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.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- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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63 Highland Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13731350
63 Highland Avenue Toronto M4W 2A2
$12,800Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13731350
- Bedrooms:
- 7
- Bathrooms:
- 5
Timeless Rosedale Elegance. This masterfully restored 7-bedroom, 5-bath Arts & Crafts home combines charm and modern comfort. Striking street presence and exquisite period details throughout create a warm, sophisticated atmosphere. Grand principal rooms offer ample space for entertaining and day-to-day family living, with abundant natural light . The primary suite features a south-facing terrace, perfect for morning coffee or relaxing evenings, a spacious change room, and a luxurious ensuite bath, creating a private retreat.. A large deck off the family room provides the ideal setting for family gatherings and outdoor entertaining. The home also includes a 2-car garage and private drive with additional parking. Located just steps from Summerhill Market, Rosedale Park, and scenic trails, this exceptional property offers the ultimate blend of privacy, luxury, and convenience in one of Toronto's most coveted neighborhoods.. Excellent Location, Short Stroll To Summer Hill Market And Steps To Rosedale Park, Tons Of Family Fun Including, Tennis, Soccer, Ice Skating, Playground W Splash Pad Are Literally At Your Door Step. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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4 40 Maple Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13848890
4 40 Maple Avenue Toronto M4W 2T7
$12,000Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13848890
- Bedrooms:
- 3
- Bathrooms:
- 4
An elegant South Rosedale townhome with arguably the best frontage and private entrance at 40 Maple. Rich in character and architectural detail, the home features multiple fireplaces, sophisticated wood panelling throughout the principal living and dining spaces, and a truly one-of-a-kind leaded glass skylight that sets this residence apart.The beautifully updated kitchen flows into a warm and inviting family room, creating an ideal space for everyday living and entertaining. Upstairs, the primary bedroom is a true retreat with a generous walk-in closet and large private 5-piece ensuite. The second bedroom features its own gas fireplace and opens onto a stunning south-facing terrace overlooking the Rosedale treetops and city skyline and is serviced by its own 3 piece bathroom. The lower level offers an additional bedroom and direct walk to an oversized locker and 2 underground parking spaces. A rare opportunity to enjoy the space, character and privacy of a house with the ease of a low-maintenance condo alternative, all in the heart of South Rosedale. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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124 Glen Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13515950
124 Glen Road Toronto M4W 2W2
$7,700Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13515950
- Bedrooms:
- 5
- Bathrooms:
- 4
Very charming, spacious & elegant 3-storey, 5-bedroom detached family home in prime North Rosedale! Excellent family location, walkable to parks, ravine, TTC, Summerhill Market & shops on Summerhill Avenue. Prime Whitney Public School district. A covered porch opens to a formal entrance foyer with a hall closet & stained glass windows. Double-wide opening to a grand formal living room (25' X 14') with an ornamental fireplace & leaded glass windows overlooking the front yard. Separate formal dining room with wainscoting & coffered ceiling. The renovated open-concept kitchen features a separate breakfast area & separate family room with walk-out to a private patio garden. Main floor powder room. Hardwood flooring throughout the main floor. The second floor enjoys a large landing area with a window seat nook, private primary bedroom retreat with 4-piece ensuite & double closets, 2 additional bedrooms & 4-piece family bath. Second floor walk-in laundry room with stainless steel laundry sink. Great 3rd floor with huge landing, perfect as an additional family room or office, 2 bedrooms & 4-piece bathroom. Partially finished basement provides excellent storage. Central air conditioning. This is a very comfortable and spacious family home! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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Upper 39 Whitehall Road in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13580270
Upper 39 Whitehall Road Toronto M4W 2C5
$6,450Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13580270
- Bedrooms:
- 5
- Bathrooms:
- 2
Upper 2-Level Suite in a Rare North Rosedale Duplex.Exceptional and Very Large Second and Third Floor Apartment.Third Floor: Huge Primary Bedroom with: Skylights/Walk-in Closet/4 piece Ensuite bathroom withSkylight. Office. Sun-Filled Family Room with Skylights & Wet Bar. 28x8 ft balcony with PowerAwning & BBQ, Ensuite Laundry.Second Floor: 3 Bedrooms. Open-concept Family Room with Wood-Burning Fireplace. 4 piece bathroom.2-car Garage $200/Month additional, Large approx 300 square feet Basement Storage. New WindowsThroughout.Steps to Rosedale Ravine/Brickworks, Rosedale Park (Tennis, Ice Rink+++), Summerhill Market,Close to Mooredale House and Pool. Walk to top rated public schools: Whitney / Our Lady of Perpetual Help More detailsListed by RE/MAX PRIME PROPERTIES - UNIQUE GROUP- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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3rd Flr 400 Summerhill Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13844358
3rd Flr 400 Summerhill Avenue Toronto M4W 2E4
$4,200Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13844358
- Bedrooms:
- 4
- Bathrooms:
- 2
Exceptional Opportunity For A Prestigious Summerhill/Rosedale Lifestyle! Spacious & Light-Filled Open Concept 3+1 Bdrs Loft Suite, Approx. 1,480Sq.Ft. Conveniently Located By Popular Summerhill Market, Coffee Shop, Specialty Foods, Rosedale Park. Bike Share Toronto Station Steps Away. 10 Minute TTC Bus Ride To Rosedale Station, Short Drive To Downtown Core, You Can Relax And Unwind From Your Choice Of Two Balconies. Enjoy Life In This Vibrant Village-Like Community. Water and One Parking Included. More detailsListed by HOMELIFE/VISION REALTY INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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101 4 Sherbourne Street N in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C13637210
101 4 Sherbourne Street N Toronto M4W 2T1
$3,100Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C13637210
- Bedrooms:
- 2
- Bathrooms:
- 1
Charming two-bedroom apartment in the highly coveted Rosedale neighbourhood, tucked away on a picturesque tree-lined street overlooking beautifully landscaped gardens and surrounded by tranquil ravine trails. Located in a well-maintained boutique building, this residence offers a rare blend of nature and city living, with direct access to some of the area's best hiking and biking paths. Inside, enjoy spacious and sun-filled living and dining areas designed for comfortable everyday living. Generously sized bedrooms (primary with large W/I closet) provide ample storage and a peaceful retreat. Just steps to Bloor Street, top-tier amenities, boutique shops, restaurants, and convenient public transit, an exceptional opportunity to live in one of the city's most prestigious and sought-after communities. Parking is available at an additional fee of $100 per month. More detailsListed by HAZELTON REAL ESTATE INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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302 4 Sherbourne Street N in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C13636896
302 4 Sherbourne Street N Toronto M4W 2T1
$3,100Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C13636896
- Bedrooms:
- 2
- Bathrooms:
- 1
Charming two-bedroom apartment in the highly coveted Rosedale neighbourhood, tucked away on a picturesque tree-lined street overlooking beautifully landscaped gardens and surrounded by tranquil ravine trails. Located in a well-maintained boutique building, this residence offers a rare blend of nature and city living, with direct access to some of the area's best hiking and biking paths. Inside, enjoy spacious and sun-filled living and dining areas designed for comfortable everyday living. Generously sized bedrooms (primary with large W/I closet) provide ample storage and a peaceful retreat. Just steps to Bloor Street, top-tier amenities, boutique shops, restaurants, and convenient public transit, an exceptional opportunity to live in one of the city's most prestigious and sought-after communities. Parking is available at an additional fee of $100 per month. More detailsListed by HAZELTON REAL ESTATE INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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107 4 Sherbourne Street N in Toronto: Rosedale-Moore Park Condo Apartment for lease (Toronto C09) : MLS®# C13695470
107 4 Sherbourne Street N Toronto M4W 2T1
$3,000Residential Condo & Other- Status:
- For Lease
- MLS® Num:
- C13695470
- Bedrooms:
- 2
- Bathrooms:
- 1
Charming two-bedroom apartment in the highly coveted Rosedale neighbourhood, tucked away on a picturesque tree-lined street overlooking beautifully landscaped gardens and surrounded by tranquil ravine trails. Located in a well-maintained boutique building, this residence offers a rare blend of nature and city living, with direct access to some of the area's best hiking and biking paths. Inside, enjoy spacious and sun-filled living and dining areas designed for comfortable everyday living. Generously sized bedrooms (primary with large W/I closet) provide ample storage and a peaceful retreat. Just steps to Bloor Street, top-tier amenities, boutique shops, restaurants, and convenient public transit, an exceptional opportunity to live in one of the city's most prestigious and sought-after communities. Parking is available at an additional fee of $100 per month. More detailsListed by HAZELTON REAL ESTATE INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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Third 18 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13813344
Third 18 Castle Frank Crescent Toronto M4W 3A3
$2,995Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13813344
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to 18 Castle Frank, a renovated executive rental ideally located in Rosedale, one of Toronto's most coveted neighbourhoods. This beautiful suite located on a quiet dead end cul-de-sac features a recently renovated kitchen and bathroom that bring modern convenience to the suite. While the open layout allows natural light to flow throughout. Enjoy the private terrace overlooking the private back gardens. The primary bedroom is a generous size with a separate living and dining space with views of the treed front yard. With ensuite laundry, driveway parking, and a large terrace, this suite offers both elegance and functionality. Steps away from the Castle Frank subway station, close proximity to the Danforth and DVP. Located within walking distance to Yonge Street, residents can enjoy easy access to the vibrant shops and restaurants of Rosedale and Summerhill, as well as the upscale amenities of Yorkville and Yonge and Bloor. Gas, water, garbage removal, garden and snow clearing are all included in the rent. Tenants are responsible only for cable/internet and electricity. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
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2nd Flr 400 Summerhill Avenue in Toronto: Rosedale-Moore Park House for lease (Toronto C09) : MLS®# C13845532
2nd Flr 400 Summerhill Avenue Toronto M4W 2E4
$2,900Residential Freehold- Status:
- For Lease
- MLS® Num:
- C13845532
- Bedrooms:
- 2
- Bathrooms:
- 1
Large, Very Bright Two Bedroom 2nd Fl Unit In The Prestigious Rosedale/Summerhill Neighbourhood! Hardwood Floors, Granite Countertops, Lots Of Closets & Storage. Conveniently Located By Popular Summerhill Market, Coffee Shop, Specialty Foods, Rosedale Park. Bike Share Toronto Station Steps Away. 10 Minute Ttc Bus Ride To Rosedale Station! Relax And Unwind From Your Large Balcony W/ Retractable Awning. Enjoy Life In This Vibrant Village-Like Community! More detailsListed by HOMELIFE/VISION REALTY INC.- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
- Contact by Email
Data was last updated October 22, 2026 at 12:15 PM (UTC)
Eugene Palermo
Chestnut Park Real Estate Ltd., Brokerage