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Welcome to 80 CHESTNUT PARK RD. This beautiful custom-built masterpiece exemplifies a rare blend of luxury, comfort, and serenity spread across four meticulously designed levels overlooking stunning ravine on Rosedale's most coveted street. Designed & built by Joe Brennan & Ann Johnston, this home features over 10,000 sq ft including an underground garage via car elevator for 4 cars. Impeccable finishes & meticulous attention to detail throughout including custom millwork, imported limestone & marbles throughout, smart system, top of the line mechanical systems & state-of-the-art appliances. The outdoor space is a picture-perfect oasis, designed by landscape architect Ron Holbrook, boasting a resort-style pool & entertaining area with custom gas fireplace. The sumptuous primary suite offers ultimate luxury with his-and-hers walk-in custom dressing rooms & ensuites. Additional highlights include a custom wine cellar that holds 850 bottles, a custom bar, a nanny suite, spacious mudroom & ample storage. This is more than just a home - it's a haven and lifestyle. Moments away from top-rated schools, Rosedale Subway, Yonge St. exclusive shopping, gourmet dining and lush parks. A once in a lifetime offering to own this landmark property.

Welcome to this stunning, ravine lot residence, nestled on one of the best streets in Rosedale, where elegance meets modern sophistication. This exceptional home offers over 4800 square footage of meticulously designed living space, boasting five bedrooms, five bathrooms and two studies. Step through a picturesque garden that welcomes you to this magnificent home. The grand entrance, featuring soaring ceilings, sets the tone for the luxurious experience throughout. The expansive living room, anchored by a stunning fireplace, flows seamlessly into the sitting room and sunroom, offering panoramic views of the beautifully landscaped garden. Exquisite dining room, chefs kitchen, and complete with a breakfast area surrounded by windows that flood in natural light. This home is ideal for hosting dinner parties or casual mornings with the family. Step outside to discover a truly exceptional space this private, must-see garden backs onto a tranquil ravine and is adorned with impressive white and red oak trees, all meticulously maintained. This peaceful retreat offers an unparalleled level of privacy, making it the perfect escape from the bustle of the city while still being close to all the conveniences of Rosedale.

This classic North Rosedale family home embodies graciousness and grandeur, situated on one of the neighborhood's most sought-after streets. With over 6,300 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, resulting in an 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 a 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 a 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, parks, shopping, and public transit further enhances this truly unique opportunity.Exquisitely landscaped gardens, mature trees & sparkling pool graced by wrought iron arbors create a magical paradise. The proximity of schools, parks, shopping and public transit complete the amenities of this truly unique opportunity. SCHOOLS:OLPH, WHITNEY SCHOOL DISTRICT.

Expect the unexpected in this architecturally distinct 5-bedroom home in South Rosedale, on the market for the first time in over 30 years. Reimagined in 1987, this residence blends character, whimsy, and timeless elegance, making it truly one-of-a-kind. Situated on a remarkable 50-foot by nearly 300-foot ravine lot, it offers exceptional privacy and tranquility just minutes from Yonge & Bloor, Summerhill shops, and top schools.The expansive property, with mature trees and beautifully landscaped grounds, creates a serene, park-like atmosphere and offers plenty of table land for future expansion. Inside, the homes distinctive design draws attention to an open atrium, framing captivating views of the west-facing greenery. The traditional living room, accessed via an elegant reception area, features high ceilings and a wood-burning fireplace, while the spacious dining room overlooks a dramatic two-story indoor terrace.The sunlit kitchen floats above the atrium, seamlessly connected to the open space below. The lower level, with soaring ceilings, terracotta flooring, and painted brick walls, includes a cozy media room, games area, and a walkout to the lush outdoor setting. Five bedrooms provide peaceful retreats, including the primary suite, which boasts a sitting area, bay windows, wood-burning fireplace, and ensuite. Complete with a private driveway, two-car parking, and an attached garage, this exceptional home offers a rare blend of urban living and secluded charm.

Welcome to a landmark property in South Rosedale! The Larkin Mansion was transformed and reimagined in 1989 with the highest level of craftsmanship and design. With only 3 suites in the building the ground floor compromises over 3400 square feet of grandeur. The tall ceilings, stone terraces, multiple marble fireplaces and huge principal rooms to entertain in on a grand scale make this a unique find. Have things to store? No problem, there is an exclusive 700 sq ft. storage space in the lower level. Beautiful architectural features, beautifully manicured gardens and 2 car parking complete this rare offering. Prepare to fall in love!

Spectacular contemporary home in the heart of Harbord Village sitting on a rare 33 ft lot. Designed by Taylor Smyth Architects, this extraordinary residence redefines urban living offering a quiet sanctuary in the heart of the city. World class design meets function and thoughtful execution with timeless finishes, generous living spaces and wonderful natural light throughout. The interior of the home is centred around a dramatic double-height dining room, topped by with a linear skylight. The living room boasts oak hardwood floors, high ceilings, and a wood-burning fireplace set into a marble landing. A wall of sliding glass doors opens to the manicured back gardens. The dining room, set in the centre of the home offers a magnificent place to dine and entertain. Adjacent to the dining room is a stunning powder room, fitted with a marble vanity. The heart of the home lies in the gourmet kitchen, a culinary haven equipped with top-of-the-line appliances, Bianca Asiago marble countertops and backsplash, and abundant storage. On the second level, discover a bright family room filled with natural light and unique views of the main floor. At the rear of the home, a lux primary suite awaits. This serene space features hardwood floors, high ceilings, and views of the back garden. The custom-designed dressing room offers ample storage, while the luxurious five-piece ensuite epitomizes tranquility. At the front of the home is a well-appointed bedroom with built-in closets, an oversized window, and high ceilings as well as a hidden laundry room. On the third floor, lies an open-concept den, the third bedroom, a four-piece washroom and the expansive rooftop deck, accessed via wraparound sliding doors and overlooking the back gardens. Descending to the lower level is the recreation room with a kitchenette, a gym, and ample storage. Extraordinary yard with ample green space.

Rare Wychwood Park opportunity!! Mid-century modern bungalow 1953 on a 62' x 200' ravine lot. Nestled on one of the city's most sought after streets. Exclusive enclave only minutes to downtown. Truly, one of a kind park-like setting on the escarpment overlooking the city with views of the Lake. Create your dream home in the iconic and fabled Wychwood Park. Perfect for downsizers, this home has three bedrooms, two bathrooms, living room with wood-burning fireplace. Dining room has walk out to garden. Large two car garage and double private drive. A studio wood cabin in the backyard is a Writers and Yogis dream. Walk to the Farmers Market at the Art Barn, dog park, shops, restaurant and TTC. Three minutes to Fiesta Farms and 10 minutes to financial core. At forested oasis with private tennis court and walking trails in the heart of the city!

Rarely available ground floor luxury apartment with wrap around terrace and direct exit to a lovely park boasting 2200 sq.ft. Situated in the coveted Thornwood One at Yonge and Summerhill, this two bedroom, two den, three bathroom unit is what you've been waiting for. Perfect for those who enjoy the feel of a house but want to have something low maintenance in order to travel or spend time at a cottage. 2200 sq feet of living space, and so much storage! Two double closetsin the entryway, and an abundance of built ins throughout the unit. Large gourmet kitchen, with granite counters, newer high end stainless steelappliances. Walk out your kitchen to the outdoor wrap around terrace. Perfect for indoor/outdoor living. Dine outside on the terrace, completewith gas bbq hook up, and walk along the side to the private patio area facing the park that is big enough for a lounge set. The large terrace isfully fenced, and has a gate to take a walk in the park or to take your dog out without having to go through the building. There is a primaryensuite, with a den for a grandkid suite, office or nursery, two walk in closets, a four piece ensuite bathroom with deep soaker tub, granitecounters and two sinks/vanities, and separate shower enclosure. The second bedroom has private access to the terrace as well as a privateensuite bath with glass shower enclosure. Both bedrooms have engineered hardwood floors. The second den off of the living room has floor toceiling sliding doors for privacy, built ins and a desk and bookshelf that is big enough to be used as a guest room. 9 ft ceilings throughout givethis unit a grand feel. Potlights, 8" baseboards and hardwood are throughout the main living area. Sit in the spacious living room by the gasfireplace and enjoy a glass of wine. The main living area is open concept with a dining room, living room, kitchen with breakfast bar and alcovefor a breakfast nook. There is an entrance to the main terrace area off of the living room.

This family home in north Rosedale has it all! Built 15 years ago and recently updated. Contemporary with a traditional feel. The open concept main floor features spacious principal rooms, a large kitchen and family room leading to the patio and a deep west-facing garden. Includes five fireplaces! Five large bedrooms, three with ensuites. Beautiful primary suite with sitting area, 5-piece bath and walk-in closet. The sunny third-floor deck overlooks the deep back garden. Built-in garage with direct access to lower level. Rec room walks up to private, deep back garden.

A true executive suite in the heart of Yorkville! This unit is perfect for downsizers, executives, and it makes a great investment as well. This Penthouse Collection condo is the architect's own one of a kind design with 3 bedrooms and a fully enclosed den with custom desk/full size murphy bed (1900sqft appr.)4 bathrooms (each bedroom has its own plus a powder room!), 10 foot ceilings, a sumptuous primary bedroom suite (oversized for King bed), with a large walk-in closet and a spa-like bath (his & hers vanities, standalone tub, bidet & toilet room) clad in marble and adorned with opulent wallpaper. Approx. 200K in upgrades including incredible storage/built-ins, a designer marble living room wall with large Samsung Frame TV, and full size appliances. Two guest rooms are furnished with a full-sized bed and day bed that turns into a king size bed. Beautiful furnishings cared for by the owners also available. 1 parking 1 locker included.

Welcome to the epitome of luxury living in this 2-storey penthouse, where elegance meets comfort with breathtaking views over Lake Ontario, Island Airport & Canoe Landing Park. Spanning an expansive 2,630 sq ft interior with three private balconies. Three spacious bedrooms, an office and four washrooms, space and privacy are never compromised. Step inside and be greeted by floor-to-ceiling windows adorned with motorized blinds, bathing each room in natural light while offering sweeping, unobstructed South West Views. The sleek, glass staircase railings and sliding doors seamlessly blend modern design with sophistication, complemented by strip plank engineered hardwood floors that exude warmth and style. World-class amenities to enhance your lifestyle, including an indoor pool, a state-of-the-art gym, vibrant party room & games room. Your furry friends are pampered too, with a dedicated pet spa. 24-hour concierge service and visitor parking for the ultimate convenience. This penthouse isn't just a residence; it's a statement. Elevate your living experience to unmatched heights and embrace a life of unparalleled luxury.

Indulge in the epitome of luxury and elegance at the exclusive St. Regis Residence, a premier urban sanctuary where sophistication meets comfort. This rare corner sub-penthouse unit with unobstructed south-east views offers an expansive 2400 square feet of exquisite living space designed by pronounced and globally recognized designer, Lori Morris, that will leave you breathless. Highest end finishes & details throughout. Experience rare 14ft soaring coffered ceilings, rare marble flooring, hardwood floors throughout, fireplace, exquisite millwork & built-ins that enhances the home's opulent atmosphere. Large windows allow for breathtaking views, the relish unobstructed views of Lake Ontario, the iconic CN Tower, and the vibrant downtown skyline from multiple vantage points. Enjoy the contemporary layout with a chef's kitchen featuring premium Miele & Sub-Zero appliances, built-in breakfast area, high end cabinetry and a stunning island, all with marble countertops & high-end fixtures, ideal for entertaining. Elegantly appointed interiors & versatile layout, this suite caters perfectly to both executive living and family needs. Grand master suite, a true retreat. The master suite boasts spacious walk-in closets, built-ins and a luxurious spa-like ensuite bathroom with heated floors, offering a serene escape. Unparalleled amenities, including 24/7 concierge, valet parking, indoor pool & spa, gym, etc and fine dining options. Dont miss the opportunity to make this exquisite suite your new home

Welcome to this impeccably maintained executive townhome nestled on one of South Rosedale's most desirable and lush, tree-lined streets. Renovated down to the studs in the mid-80s, this stunning home boasts numerous modern updates throughout. The main level features an open concept living/dining area with hardwood floors, a large floor-to-ceiling bay window, a charming fireplace, and an impressive, curved staircase that elegantly winds from the lowest level all the way to the third floor. This is a lovely space, equally at home entertaining a crowd as it is with a couple enjoying a quiet evening by the fire. The well-designed eat-in kitchen is a chef's dream, offering plenty of storage, granite counters, and high-end appliances. Step outside to a spacious deck and a tranquil, beautifully landscaped, garden and terrace. The second floor features a cozy family room/library with a gas fireplace and another floor-to-ceiling bay window, a sun-filled space perfect for relaxation or reading. The king-sized primary bedroom includes a large walk-in closet, a tandem sitting area, and a stunning, recently renovated five-piece ensuite bathroom complete with heated floors and towel bars. The top floor offers two more spacious bedrooms, a five-piece bathroom, and a small kitchenette, making it an ideal space for a nanny/guest suite or a dedicated kid zone. The basement provides convenient direct access to the attached one-car garage, a laundry room, and plenty of additional storage space. It also offers potential to be converted into an extra bedroom or family room. In addition to the garage, there is tandem parking for two more cars on the private driveway, which includes a snowmelt system. Just a short stroll to Castle Frank Subway station, enchanting Craigleath Gardens Park and the extensive trails of the Rosedale Ravine - and in district for excellent public and private schools - this is a rare opportunity to get into one of Toronto's most coveted neighbourhoods.

A Rare Opportunity in Prime University Community! Homes in this exclusive 5-unit condo complex are seldom available, making this bright and spacious corner townhouse a must-see. Built in 2007, Unit 5 is tucked in the back of the complex for maximum privacy and offers nearly 3,200 sq ft of living space, with 4 large bedrooms, 4 bathrooms, and 3 outdoor spaces & Ultra Low Maintenance Fees. The open-concept main level is perfect for entertaining, featuring 9-foot ceilings, with crown moldings and a seamless flow between living, dining, and kitchen areas. Modern comforts include in-floor radiant heating throughout, central AC, and heat pumps for second-level added climate control. Two gas lines, one in the professionally landscaped backyard with flagstones and garden allows for year-round outdoor grilling, another on the rooftop terrace (updated in 2023 with GMM decking) provides stunning views of the CN Tower and additional storage space. The main level includes a spacious bedroom with a closet and a 3-piece bathroom. The lower level, renovated 5 years ago, offers a large rec/family room with new vinyl flooring, a wet bar featuring custom cabinetry and a moveable center island, and a walkout to a professionally landscaped private patio, also boasts professionally landscaped planters, adding to the home's outdoor charm. A large bedroom and laundry area complete this level. Upstairs, the primary bedroom is a true retreat, featuring a luxurious ensuite bathroom with a Toto washlet. Additional highlights include parking (with an optional second spot in the backyard), a locker for extra storage, and fully owned equipment, including an on-demand NTI Tankless Combi water heater, newer Lennox A/C and Air Handler (2023). This one is not to be missed!

Spectacular Renovated Cabbagetown Victorian Duplex With High End Finishes. Featuring 10Ft Ceilings & Natural Bamboo Flooring Throughout & Beautiful Kitchens With Quartz Counters. 3 Luxurious Spa Baths, 7.5' Underpinned Basement With A Separate Front Walkout & Private Oasis Garden. Oversized Double Garage. Fantastic Investment Property Or Live In One Unit & Collect Rent From The Other.

Discover Elevated Living at The Residences at The Ritz-Carlton. Immerse yourself in the ultimate luxury with this extraordinary two-bedroom suite, nestled in Toronto's vibrant Entertainment District. Offering breathtaking city views, this meticulously designed residence embodies sophistication and modern elegance. Step into a grand living space defined by 10-foot ceilings and gleaming engineered wood floors, where attention to detail is paramount. The gourmet kitchen, a chef's dream, boasts custom Bellini cabinetry, granite countertops, and top-tier appliances, blending elegance with functionality. The living areas coffered ceilings and designer finishes enhance the suite's opulence, while the spa-like four-piece ensuite bathroom showcases stunning marble floors. Additional custom cabinetry ensures ample storage, perfectly complementing the luxurious design. Reside in one of Toronto's most coveted addresses, where world-class restaurants, cultural landmarks, and premier shopping destinations are just steps away. The Ritz-Carlton lifestyle offers impeccable service and unmatched amenities, delivering an unparalleled experience. Elevate your living and schedule a private tour today to explore this remarkable residence. Experience the epitome of luxury at The Residences at The Ritz-Carlton.

*Luxury Living at The Well-Signature Series *Tridel's Premium Suites *Located In A One Of A Kind Mixed-Use Development In the Heart Of Downtown *Brand New, Never Lived In *Approx 1396sf + 350sf Balcony *Soaring 9ft Ceilings *Bright & Spacious Open Concept Living *Highly Desired Split Bedroom Layout *Elegant Herringbone Pattern Hardwood Floors Throughout *Chefs Kitchen Featuring Centre Island With Breakfast Bar, Miele Integrated/Built In Appliances and Quartz Counters *Primary Bedroom Offers Spa-Like Ensuite With Heated Floors and W/I Closet *2nd Bedroom Boasts Its Own Ensuite Bathroom *Additional Storage In Laundry Area *Upgraded EV Charging Parking Spot *1 Locker *Rogers Gigabit Internet Included in Maint Fee *Sunny Southern Exposure *Close to Shopping, Restaurants, Groceries and All Amenities *Don't Miss This Rare Opportunity

***A Spectacular Victorian Beauty In Prime South Annex/Harbord Village*** Period Details Abound In This Detached Home With Extra Deep 172Ft Fully Fenced Lot. Very Private. Extremely Well Maintained With Many Updates Including Windows & Doors, 200 Amp Panel, Stamped Concrete Patio/Walkway, Updated 3 Piece Bath With Heated Floors & More! Soaring High Ceilings, Gracious Living/Dining Rooms, Bright & Spacious Family Room Addition With Skylight. Separate In Law Suite In Basement. Detached Double Car Garage Perfect For Future Laneway Home Up To 1500 Sq. Ft. So Many Options: Move In, Renovate To Taste, Add On Or Build Up! Mature Perennial Gardens Both Front & Back Compliment This Fantastic Location Set On The Most Charming One Way St. This Is Not To Be Missed!!!

This unique and high-performing duplex, generating $9,600 per month in rental income, offers both current cash flow and future development potential. The property features a 3-bedroom lane-way house (separately metered) and a 4-bedroom main house with an additional 2 bedrooms in the basement, providing ample space for tenants. Exciting development potential awaits! The city has expressed support for converting the property into 4 legal units fronting on Lippincott St. and 1 legal unit on Croft St., offering a rare opportunity to maximize the property's value. Located in a prime downtown Toronto location, this property is a short walk to the University of Toronto, Toronto General Hospital, shopping, community centers, and more. This is an exceptional opportunity for investors looking to expand their portfolio in one of Toronto's most sought-after neighborhoods.

Welcome to 184 Rushton Road, a meticulously renovated detached 3-storey home blending classic charm with modern luxury. Boasting 3 spacious bedrooms and 4 beautifully appointed bathrooms, this property is perfect for families seeking a turnkey home in one of Toronto's most sought-after neighbourhoods. Renovated in 2018, this home features a sleek, modern interior while preserving its stunning red brick exterior. The main floor offers an open-concept living area with ample natural light, a spacious dining room that is perfect for entertaining or family gatherings. A designer kitchen with Carrara Marble counters and backsplash, Bosch oven and induction stove, and custom cabinetry flows seamlessly into the dining area and family room. The addition at the back of the house extends your living space with room for a powder room and a walkout to your private backyard oasis.The second level has two generous bedrooms and a laundry room. The third floor is reserved for a breath taking primary retreat adorned with Portola Roman Clay. The floor to ceiling window bathes the primary with natural light. Walkthrough the closet to a luxurious 5 piece ensuite with heated floors, rainfall shower and Travertine Stone. The underpinned basement is the perfect space for kids with soaring 8 foot ceilings, a large rec room, a 3 piece bathroom, and a nanny suite, ideal for guests or a home office. Outside, you'll find a private backyard perfect for summer BBQs, with access to 1 car laneway parking.This home is located in the heart of Toronto, steps from Wychwood Barns, St. Clair West, and the vibrant Hillcrest Village. Enjoy easy access to top schools, parks, shops, restaurants, and transit.

Legal detached duplex in the heart of Palmerston-Little Italy! Featuring two spacious, light-filled units with large, updated kitchens and two decks, each providing a private backyard oasis. The main floor unit includes 2 bedrooms and 1 bathroom, while the upper unit is a two-storey with 1 bedroom and a loft space. Both units have AAA tenants and are fully self-contained with separate meters. Legal front pad parking permit.

Experience unparalleled European luxury in a beautifully transformed residence situated on a peaceful street at the intersection of Palmerston-Little Italy and The Annex. What was once two adjacent properties has been reimagined into a seamless legal single-family home. This completely renovated home showcases premium design choices and high-end finishes throughout. Just a three-minute walk from Christie Subway Station, Bickford Park, and Christie Pits, the spacious eat-in kitchen, complete with an oversized counter-depth fridge and expansive center island, is perfect for hosting gatherings. Rich hardwood flooring and tasteful accents of exposed brick flow through the home. The primary bedroom on the second floor offers a private retreat, featuring a 7-piece spa-like ensuite, a walk-in closet with access to a private balcony. The third floor includes three additional bedrooms, two bathrooms, and balcony, providing ample space for family or guests. The lower level boasts a gym, recreational room, and generous storage. This remarkable residence includes a total of five balconies and patios. Nestled just steps from the lively energy of Bloor Street, this stunning property offers an open-concept layout ideal for entertaining, with multiple walk-outs to outdoor spaces and a low-maintenance, gated front garden with turf. Minutes from the best parks, shops, and dining hotspots in Little Italy and Ossington, this rare gem delivers the perfect balance of tranquility and urban convenience.

Sensational Executive-Level Suite, Renovated to Bespoke Standards at the Award-Winning St. Regis Residences! This picture-perfect 1,563 sq. ft. floor plan features 1+1 bedrooms, 2 bathrooms, and includes a locker, with valet parking available at an additional cost. Enjoy exceptional private concierge services and access to premium amenities, including a gym, yoga studio, indoor pool, and health center. all in a prime central location. Nestled between the Financial and Theatre Districts, you're just steps away from the waterfront. Recent stunning interior renovations include Italian marble and hardwood floors, a Downsview kitchen, and high-end Miele appliances.

Rarely Does A Residence Of Such Great Importance And Unrivaled Luxury Become Available In King West. This Is Your Opportunity To Own Approximately 1200 Meticulously Updated Interior Square Feet, Complimented By A Breathtaking 600 Square Foot Private Terrace Oasis In The Highly Sought After Kingly. The Three-Bedroom Suite Showcases Dramatic City Views From Floor To Ceiling Windows Which Draw An Abundance Of Natural Light Throughout. The Well-Defined Principal Rooms Are Designed For Effortless Entertaining As They Accommodate An Unrivaled Living Experience And Seamlessly Integrate Into One Of King West's Most Impressive Terraces. The Modern Scavolini Kitchen Features Top Of The Line Appliances And Provides Functionality With A Convenient Pantry & Breakfast Bar. The Primary Bedroom Retreat Includes A Three-Piece Ensuite Bathroom And A Wall-To-Wall Closet System. The Spacious Second Bedroom Is Perfect For All Guests Or Families And Includes A Convenient Walk-Out To The Garden Terrace. The Third Bedroom Provides A Great Opportunity For A Large Office, Home Gym Or Media Room. The Residence Features A Second, Updated Four Piece, Spa-Like Bathroom.