Exceptional Executive Rental Offering Unmatched Privacy & Sophisticated Design In The Heart Of Prestigious Rosedale. A Stately Residence Poised Majestically On A Spectacular Ravine Lot Of Nearly One Acre, Providing An Idyllic Setting With Breathtaking 360 Views Of Nature Through Expansive Windows & Glass Doors. Elegant Principal Rooms With Soaring Ceilings & Natural Light Create Seamless Indoor-Outdoor Living. A Show-Stopping Infinity Pool Appears To Float Above The Ravine, Framed By Multiple Terraces & Manicured Gardens-An Entertainer's Dream. The Main Level Features Spacious Formal & Informal Living Areas, A Gourmet Kitchen With Top-Tier Appliances & Custom Cabinetry, Plus Walkouts To Stunning Outdoor Spaces Perfect For Year-Round Enjoyment. The Primary Suite Offers A Private Retreat With Spa-Inspired Ensuite, Walk-In Dressing Room & Balcony Overlooking The Forest. Additional Bedrooms Are Generously Sized, Each With Ravine Views & Thoughtful Finishes. Lower Level Includes A Home Theatre, Gym, Wine Cellar & Direct Walkouts To The Lush Grounds. Every Detail Reflects Impeccable Craftsmanship, From Custom Millwork & Wide-Plank Floors To Designer Lighting & Stone Accents. The Property's Setting Delivers Ultimate Tranquility While Remaining Steps To Top Schools, Parks, Transit & The Best Of Toronto's Dining & Shopping. A Rare Opportunity To Experience Resort-Style Living In One Of The City's Most Coveted Locations. Perfect For Executives, Diplomats Or Those Seeking An Exclusive Temporary Residence Surrounded By Natural Beauty Yet Minutes From Downtown. This Remarkable Estate Combines Architectural Excellence, Modern Comfort & Unrivaled Privacy-Truly One Of Rosedale's Finest Rentals.More details
A wonderful opportunity to lease a spectacular home, right in the heart of Rosedale. A rare blend of heritage charm and modern sophistication, 150 Douglas Drive is a bespoke residence that perfectly captures the essence of Rosedale living, refined, timeless, and deeply connected to nature. Meticulously redesigned by renowned architect Johnson Chou, this home exudes warmth and intention. Interiors are elevated by sculpted ceilings with ambient lighting, in-floor radiant heating, and fully integrated Control4 smart home technology, including fully automated lighting and irrigation systems. Built-in sound spans most of the home and outdoors, complemented by a home theatre system in the family room.The living room is anchored by a striking quartzite fireplace, while the elegant dining room stuns with a custom wine feature. The Poliform kitchen is a dream for the home chef, complete with a large island, premium appliances, and a sunlit breakfast area overlooking the backyard oasis. The family room offers a relaxed and inviting space to unwind.Outside, a resort-style backyard awaits with a heated Bonavista pool, waterfall feature, and expansive composite deck. A cabana, pergola with built-in television, fire table, and curated lighting create a private outdoor retreat.Upstairs, the primary suite offers vaulted ceilings, dual walk-in closets, and a spa-inspired ensuite. Two additional bedrooms and a stylish family bath complete the second floor. The third floor features a large bedroom and a flexible second room that can serve as either a den or an additional bedroom, along with a full bathroom.The lower level offers excellent ceiling height, a separate entrance, recreation room, office, bedroom, full bath, and bright laundry with pet shower. Additional features include heated front pad and walkways, and a wide mutual drive with backyard access.Beautifully situated on a prime stretch of Douglas Drive, just steps from Chorley Park, ravine trails, and Summerhill shops.More details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
An Exceptional Luxury Residence in South Rosedale's Most Coveted Pocket. Elegantly positioned at the distinguished corner of Scarth Rd. & South Dr., this home offers a rare opportunity to reside in one of Toronto's most established and quietly prestigious enclaves-where generational estates, manicured gardens, and refined urban living define the landscape.Masterfully restored and renovated, the property bends contemporary sophistication with timeless Rosedale character. Grand, large-scale principal rooms, soaring ceilings, and four expansive skylights create an atmosphere of openness and light rarely found in rental offerings. A curated Missoni runner and elevated finishes speak to a level of taste and quality expected by the most discerning clientele. The modern kitchen showcases limestone floors and seamless function. Bedrooms are generous, bright, and serene. The Waterworks white marble ensuite delivers a boutique-hotel level of luxury. Three gas fireplaces-in the living room, family room, and recreation room-provide warmth and ambiance throughout.Multiple walkouts extend to a fully private, fenced garden and deck, ideal for refined outdoor entertaining or secure space for children and pets. Exceptional proximity to Toronto's premier private schools including: Branksome Hall, RSGC, and top independent school routes-along with effortless access to the subway, completes this unparalleled urban offering. Steps to fine dining, boutique shopping, and the cultural richness that makes Rosedale Toronto's most prestigious residential address. A distinguished home for those accustomed to the very best.More details
An exceptional Rosedale opportunity, 32 Rowanwood Avenue offers ~1,800 square feet of refined single-level living and nearly 520 square feet of private outdoor space across two expansive terraces. With three bedrooms and three bathrooms, the residence balances sophistication, comfort, and timeless design in one of Toronto's most coveted neighbourhoods. Arrive in style through direct private elevator access, opening to an elegant foyer and bright, open-concept principal rooms. Wide-plank white oak flooring runs throughout, while large windows and multiple walkouts connect seamlessly to the north and south terraces, filling the suite with natural light and extending the living space outdoors. The kitchen is a striking centrepiece, with slim shaker cabinetry, Arabescato Corchia marble counters and backsplash, a sculptural marble-wrapped hood, and a large island ideal for gatherings. Integrated premium appliances complete the design. The kitchen and dining room open directly onto the north terrace, a natural extension of the entertaining spaces with leafy views over the Toronto Lawn Tennis Club. The south terrace offers a sun-filled retreat with sweeping outlooks over Rosedales treetops perfect for morning coffee or evening cocktails. The primary suite is a sanctuary with custom walnut millwork in the walk-in closet and a spa-like ensuite finished in Nordic Grey marble with a floating double vanity, large shower and honed counters. Two additional bedrooms are equally versatile and well-appointed, complemented by beautifully finished bathrooms. A den is convenient for those looking to work from home. Rarely does a suite combine such stylish single-level living, two remarkable terraces overlooking both the Toronto Lawn Tennis Club and Rosedale, and the exclusivity of private elevator access. A truly distinguished offering in the heart of Rosedale. Possession to be confirmed via Listing Agent. All photos renderings, and could differ slightly from final product.**More details
Exquisite in every detail, from the stone, glass, bronze, and brick facades envisioned by Hariri Pontarini to the sublime interiors crafted by Studio Munge, this brand new 2 bedroom, 3 bath suite on Dale Avenue epitomizes Rosedale elegance. Sun-drenched spaces with 10-foot ceilings, wide-plank oak herringbone floors, and floor to ceiling windows open to a private terrace overlooking mature trees and meticulously designed gardens. The primary retreat features a spa-inspired 5-piece ensuite and expansive dressing room, while the kitchen showcases Molteni/Dada custom cabinetry, Gaggenau appliances, and Waterworks fixtures. A private elevator vestibule provides secure, direct access to the suite. Residents enjoy world-class amenities, including a state of the art fitness facility with yoga studio, Techno Gym equipment, wet/dry saunas, an EV-ready secure garage, and dedicated concierge minutes from Rosedale's gardens, top schools, dining, and boutique shopping.More details
A rare gem in the heart of Toronto's most coveted Rosedale neighborhoods. Walk distance to top level Private and public school. The spacious main floor features grand living and dining rooms, perfect for family gatherings. Main floor family room has gorgeous windows overlooking the back garden of this 46.67 X 140 ft deep lot. Updated kitchen with breakfast room. Discover a peaceful primary suite with a luxurious Ensuite bath and ample closet space. Home office with large window on 2nd floor.More details
Set on one of North Rosedale's most admired streets, this 5-bedroom, 4-bath detached home has undergone a refined transformation, blending heritage elegance with striking new enhancements. Recent updates include a brand new roof, restored red brick exterior, custom south-facing windows, complete exterior waterproofing, new sod laid in the front and back gardens and sophisticated herringbone hardwood floors on the main level bringing a fresh sense of light, texture, and quality to every space. The main floor unfolds with a bright, open flow ideal for both day-to-day living and stylish entertaining. The chefs kitchen anchors the home with function and presence, while generous living and dining areas are bathed in natural light throughout the day. Upstairs, the third-floor primary suite offers privacy and calm, complete with a spa-inspired ensuite and its own dedicated climate control. The second level features three spacious bedrooms, providing flexibility for growing families or elegant work-from-home options. Outside, a south-facing backyard with fresh sod offers a sunny and low-maintenance outdoor retreat, complemented by a detached garage off a mutual drive. Enjoy effortless access to Toronto's top public and private schools including Whitney Jr. PS, Branksome Hall, and Rosedale Heights School of the Arts as well as Summerhill Market, Yonge Street amenities, Chorley Park trails, and downtown connections via the DVP and transit. Turn-key and thoughtfully elevated, this home represents a rare opportunity to move into one of Toronto's most desirable neighbourhoods where classic character meets the convenience and comfort of fresh, design-driven living.More details
*FULLY FURNISHED - Available February 1, 2026* Whether you are visiting Toronto, renovating, or between homes, this fully furnished house is Rosedale's go-to hotel alternative. The home artfully combines modern design elements with Parisian pied-a-terre style. Simply the best location in Rosedale. Minutes on foot to Rosedale subway and Yonge Street with its abundant cafes, restaurants, and shops. Prestigious area with excellent public and private school options. Friendly neighbourhood is filled with families and children. Parking included in covered carport in private enclosure at the rear of property, with additional street parking for guests. The 3-story, 4-bedroom home has 4 bathrooms. The Principal Bedroom with ensuite bathroom overlooks the treed yard. Enjoy a barbeque on the outdoor deck off the living room in the summer. Main floor layout includes Living Room, Dining Room (seating for 6), and kitchen. Lower level TV Room with laundry (full-size Miele washer and dryer) & Apple TV. Beautiful Front & Backyard gardens. Fully furnished (includes linens and outfitted kitchen) with 1 King, 1 Queen, 1 Double and 1 Twin bed. One year lease beginning February 1, 2026 $10,500/month (+$500 for utilities including lawn care and snow removal.) Also available for shorter terms. Video & Floorplans available upon request. *For Additional Property Details Click The Brochure Icon Below*More details
Welcome to 18 Castle Frank, a renovated executive rental ideally located in Rosedale, one of Toronto's most coveted neighbourhoods. This beautiful residence located on a quiet dead end cul-de-sac features a spacious main floor, the living and dining room flowing seamlessly into the well-appointed kitchen with top-of-the-line appliances. A main floor powder room is conveniently tucked between the kitchen and the sunlit family room which overlooks the private, lush backyard. Downstairs enjoy a finished, dug out basement with extra high ceilings and two large bedrooms, both with their own four-piece ensuites. The primary bedroom features a large walk-in closet. With ensuite laundry, a detached garage, and a charming garden, this home offers both elegance and functionality.The unit has exclusive access to the backyard and a shed. 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 details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Welcome to 18 Castle Frank, a renovated executive rental ideally located in Rosedale, one of Toronto's most coveted neighbourhoods. This beautiful residence located on a quiet dead end cul-de-sac features a spacious second floor, a well-appointed kitchen that seamlessly flows into the living room and a sunlit dining room that walks out onto an oversized private terrace. Two large bedrooms and a four-piece washroom complete this level. With ensuite laundry, driveway parking, and views of the charming garden, this suite offers both elegance and functionality. Steps away from the Castle Frank subway station and 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.More details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
JUST UPGRADED-freshly painted, new kitchen counters and floors, upgrades on bathroom. Great opportunity to live in prime North Rosedale in this bright, cozy, and comfortable second floor suite of a well-maintained duplex. Offering two bedroom plus 2 spaces - one with wall-to-wall windows ideal for a home office, the other good for storage or smaller office - the suite features an open concept living and dining area with a charming wood burning fireplace, perfect for relaxing or entertaining. Hardwood floors run throughout, complemented by a functional galley kitchen with new upgrades and an abundance of natural sunlight. Enjoy the privacy of a separate entrance and the convenience of being just minutes from Chorley Park, the Brick Works, and a district bus to Rosedale Station. Located on a quiet, family-friendly street and close to Summerhill Market and top-rated schools including OLPH and Whitney, this is a rare rental opportunity in one of Toronto's most desirable neighbourhoods. Lots of parking on street and tenant has use of backyard shared with main floor.More details
This New 2 (+ Office Corner) Unit Is Centrally Located Dt Toronto. Steps From Berczy Park, St Lawrence Market, Financial District And Ttc. High Quality Finishing With Full Size Kitchen Including High-End Stainless Still Appliances (Fridge, Dishwasher, Range Hood, Cooktop, Microwave. Washer & Dryer). Included: 1 Locker. The Building Amenities Includes: Gym, Media, Indoor Pool, Guest Suites, Rooftop & Party/Meeting Room. Super Good Value!More details
Data was last updated January 29, 2026 at 03:15 AM (UTC)
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