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  • Sub PH 02 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12836450

    Sub PH 02 200 Cumberland Street Annex Toronto M5R 0B7
    Main Photo: Sub PH 02 200 Cumberland Street in Toronto: Annex Condo Apartment for sale (Toronto C02)  : MLS®# C12836450
    $18,000,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12836450
    Bedrooms:
    3
    Bathrooms:
    4
    Defined by rarity and refinement, this one-of-a-kind Sub-Penthouse at Yorkville Private Estates was conceived at a different scale of ambition-where vision, craftsmanship, and setting align with uncommon clarity. Elevated above the city, sweeping panoramic exposures and forever unobstructed south views over Queen's Park unfold through expansive floor-to-ceiling windows. A distinct shift occurs upon arrival. The pace softens, the city recedes, and light and perspective take precedence. Mornings arrive gently across the skyline, while evenings settle into a cinematic glow of city lights. The residence becomes both a retreat and a vantage point. Every element has been approached with intention, from the fully furnished interiors featuring custom design furniture by Parisian Studio Liaigre to the interior detailing by Powell & Bonnell. Expansive dining and cooking terraces extend the living spaces outward, blurring the boundary between interior and exterior. This is a residence designed not simply for living, but for becoming a place where ambition feels unhurried, ideas have room to evolve, and the everyday is elevated through perspective rather than excess. Privacy and exclusivity are woven seamlessly into the experience, with discreet access and a sense of arrival that feels effortless. Here, the city's most coveted cultural, dining, and retail destinations remain moments away, yet feel entirely removed. It is a residence for those who value the unique and the extraordinary. Parking Spaces D6/D7 is an enclosed garage. D5 is standalone spot. Buyer has the option to purchase up to 2 more additional side by side parking if needed. 2 Storage Rooms Included. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12178239

    82 Chestnut Park Road Rosedale-Moore Park Toronto M4W 2R3
    Main Photo: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12178239
    $13,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12178239
    Bedrooms:
    5
    Bathrooms:
    6
    Endless Summer in a Poolside Paradise with 7-Star Resort-Style Luxury! Experience the ultimate retreat in the highly sought-after Rosedale neighborhood, west of Mt. Pleasant. This expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for a captivating & private escape. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous primary suite with his & her separate dressing rooms. This trophy property blends timeless grace, alluring charm, & unparalleled privacy with the convenience of everyday luxury in a prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift, & ensuite bathrooms in all bedrooms. Set beneath a lush, treed canopy, you are just steps from the subway, top private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake. Plus, Yorkville & the city center are only a 10-minute drive away. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 10 Shorncliffe Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12502300

    10 Shorncliffe Avenue Casa Loma Toronto M4V 1T1
    Main Photo: 10 Shorncliffe Avenue in Toronto: Casa Loma House for sale (Toronto C02)  : MLS®# C12502300
    $12,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12502300
    Bedrooms:
    6
    Bathrooms:
    7
    This remarkable residence stands apart among Forest Hill's most architecturally sophisticated homes. Designed & lived in by the current owners for their young family, its adaptable 8,345' layout easily accommodates executive lifestyles-from entertaining with ease to family-focused living where the stunning Kit can seamlessly open to the adjoining DR & Fam areas, & the lower media room/play room may be a children's play room or creative studio. Balancing warmth with precision, the interiors evoke serene modernism through tactile finishes & finely measured detail. Pale oak, bronze fixtures, honed limestone, & softly textured surfaces create a natural palette that diffuses light with quiet luxury. Expansive windows frame curated garden views, merging the exquisite interiors with the lush landscape. Featured in design publications, the home, built by Whitehall Homes, embodies elevated craftsmanship, soaring 11' clgs, Venetian plaster, de Gournay, molded & panelled walls, & a circular DR complemented by an elegant cherrywood study. Two offices on the main & a 14' high Library offer exceptional versatility for modern professionals. Thoughtful updates include gallery-grade lighting ('21), a Bloomsbury kitchen with servery & adjoining mudroom ('18/19), refinished rift-sawn oak herringbone floors ('18), & exquisite terraces & gardens by Janet Rosenberg ('17/18). Exemplary appointments include 2 1/4" thick veneered & hand-waxed crotch mahogany doors with custom Nanz hardware, a 31' grand hall anchored by a dramatic 3-floor split staircase, Scalamandré silk-upholstered walls in the Fam Rm, & a sumptuous PR suite featuring a vaulted Atrium Sitting area, dual ensuites with sep dressing zones, & handwoven silk broadloom. A light-filled 28' Hall Sitting area overlooks the grounds & striking Library. The lower provides a 5th & 6th BDRM, a fabulous Media/Play Rm, wine storage, a fitness or yoga studio, lots of storage & Lau. Radiant-heated floors in principal rooms. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12821880

    170 Roxborough Drive Rosedale-Moore Park Toronto M4W 1X8
    Main Photo: 170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12821880
    $12,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12821880
    Bedrooms:
    6
    Bathrooms:
    9
    Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning inground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 31 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12793900

    31 South Drive Rosedale-Moore Park Toronto M4W 1R2
    Main Photo: 31 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12793900
    $12,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12793900
    Bedrooms:
    8
    Bathrooms:
    7
    Set on an extraordinary 300' deep ravine lot with remarkable table land in coveted South Rosedale, this distinguished residence offers timeless elegance, exceptional privacy and refined living surrounded by lush natural beauty. This home is so rare, as a recently built new home in this historically protected neighbourhood it is a true unicorn. Brilliantly designed with grand principal rooms, soaring ceilings and exquisite architectural details and huge scale this home blends classic contemporary character with modern comfort. Beyond generous expansive windows and French doors flood the home with natural light while breaking the barrier between inside and out. Your life is lived without restraint, fabricating seamless transitions to tranquil outdoor gardens, a magnificent terrace and beyond. Generous bedroom accommodations include a luxurious primary retreat with dressing area, complemented by versatile upper level spaces ideal for family living, work or guests. A fully finished lower level with walk-out provides outstanding recreation and entertaining areas along with additional living quarters, wine cellar and gym. Perfectly located, just moments to the best private and public schools, dining and shops along Rosedale high street and Yorkville, this is indeed a rare offering in Canada's best neighbourhood. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 20 Fenyrose Crescent in Vaughan: East Woodbridge House for sale : MLS®# N12478538

    20 Fenyrose Crescent East Woodbridge Vaughan L4L 7B3
    Main Photo: 20 Fenyrose Crescent in Vaughan: East Woodbridge House for sale : MLS®# N12478538
    $8,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12478538
    Bedrooms:
    4
    Bathrooms:
    4
    Discover the perfect balance of sophistication, comfort & lifestyle at 20 Fenyrose Cres, an exquisite estate home located in Vaughan's most exclusive neighbourhood: Pinewood Estates. Nestled on a quiet cul-de-sac facing a serene park just minutes from the renowned National Golf Club, this property offers unmatched elegance on 1.43 acres of beautifully landscaped grounds. With 5,000+ sq ft of total living space, this home is designed for both refined living & effortless entertaining. Step into a grand foyer filled with natural light. The elegant living room features hardwood floors, custom cabinetry & a gas fireplace, flowing seamlessly into the formal dining room with breathtaking backyard views. A chef-inspired kitchen anchors the main floor, boasting custom cabinetry, granite counters, tiled backsplash & premium appliances. A generous centre island & breakfast bar open to a cozy family room with a fireplace & walk-out to a west-facing backyard oasis. Also on the main: a private home office, powder room, laundry room, & access to the oversized 3-car garage + 6 driveway spaces. The 2nd floor features 4 spacious bedrooms & 2 full bathrooms, including a serene primary suite with a sitting area, custom walk-in closet & a luxurious 6-piece ensuite with a standalone Jacuzzi tub & glass shower. The fully finished lower level offers a large rec room with built-in cabinetry, multiple seating areas, wet bar/kitchenette with breakfast bar, an additional dining area, 2-piece bath & a home gym - perfect for entertaining or relaxing. Enjoy resort-style living in your private backyard oasis, complete with a new saltwater pool, hot tub, multiple seating areas & lush greenery - ideal for hosting or unwinding in complete privacy. With a stately brick exterior, grand portico entrance & professionally landscaped grounds, this residence epitomizes timeless luxury. A rare opportunity to own in the most prestigious pocket of Pinewood Estates, where privacy, elegance, and community meet. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 204 Glencairn Avenue in Toronto: Lawrence Park South House for sale (Toronto C04) : MLS®# C12940744

    204 Glencairn Avenue Lawrence Park South Toronto M4R 1N2
    Main Photo: 204 Glencairn Avenue in Toronto: Lawrence Park South House for sale (Toronto C04)  : MLS®# C12940744
    $7,050,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12940744
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 204 Glencairn Avenue West built in 2010 for the current owner. Step into timeless elegance with this grand Georgian style residence masterfully built by Sherwood Custom Homes in prime Lytton Park and set on a rare 50 by 175 ft lot. This 5 plus 1 bedroom & 6 bath home blends classic proportions with modern luxury, featuring soaring ceilings, coffered detailing, and an open -concept kitchen and family room with high-end appliances ,a large marble island, and French doors to a private garden oasis. A mudroom, dog bath, and home office/den complete the main level with thoughtful functionality. Upstairs, a generous landing leads to four bedrooms and a convenient laundry.The primary suite offers two expansive walk-in closets and a luxurious 5-piece ensuite, while a private third floor guest suite with a 3 piece bath ensures comfort and privacy for guests.The lower level is designed for recreation and wellness, with a games room or second family room, second laundry, nanny suite with 3-piece bath, wine cellar and gym. Situated in the coveted Lytton Park neighbourhood, this home is only steps to John Ross Robertson Public School, Glenview and Lawrence Park Coll., Havergal College, St. Clements School, nearby parks, upscale shopping, fine dining, and offers quick access to the 401 Highway for weekend and summer travel. A are combination of grand scale, meticulous craftsmanship, and an unbeatable location-this a home that doesn't just impress , it inspires. Truly one of Lytton Parks prettiest houses with lovely designed landscaping. The Architect for the property advises that a 1.5 car garage would be allowable subject to approvals with the City of Toronto. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 63 Pears Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12911508

    63 Pears Avenue Annex Toronto M5R 1S9
    Main Photo: 63 Pears Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12911508
    $6,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12911508
    Bedrooms:
    4
    Bathrooms:
    5
    Set on the dividing line of Yorkville and Rosedale, 63 Pears is a remarkable custom home that offers a unique proposition to the Toronto marketplace as it is one of a dwindling number of luxury residences in the central core with protected views into greenspace. Completed in 2025, this truly spectacular home offers 3,562 square feet of above-grade living, complemented by a fully finished lower level and a private gym beneath the detached garage. A central elevator connects all floors, including the rooftop terrace, providing seamless accessibility and the opportunity to age in-place. The foyer dazzles at first glance with heated terrazzo flooring, while a full wall of rift-cut white oak millwork frames two large double closets, while the dining room offers endless park views through the floor-to-ceiling glass window and features a custom wine display for over 200 bottles. At the centre of this home, the kitchen is anchored by a dramatic ten-foot island wrapped in Calacatta viola rose marble, including its drawer fronts, while custom rift-cut white oak cabinetry lines the perimeter. The living room unfolds beneath soaring 19-foot ceilings and a striking wall of south-facing glass. A gas fireplace acts as a form of art with a custom surround that expands to the ceiling while the oversized sliding doors connect to the private landscaped gardens, the detached garage and a fully finished and heated gym! On the second floor, a sunlit south-facing library overlooks the cascading living room, while two bedroom suites each hold individual marble-clad ensuites and personalized closet systems. The third floor is dedicated entirely to the primary suite, with a marble-clad ensuite and an incredible dressing room with a centre island and south-facing walk-out. On the roof, an unbelievable terrace awards an oasis of privacy and an exciting entertaining space overlooking the park, all connected via the elevator. Beneath the garage, a home gym/studio is heated for year-round use! More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 112 Stone Zack Lane: Blue Mountains House for sale : MLS®# X12668570

    112 Stone Zack Lane Blue Mountains Blue Mountains N0H 1J0
    Main Photo: 112 Stone Zack Lane: Blue Mountains House for sale : MLS®# X12668570
    $6,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12668570
    Bedrooms:
    6
    Bathrooms:
    7
    Architecturally stunning custom home in the exclusive Camperdown community, a coveted year-round golf, ski, and outdoor playground that epitomizes four-season living in Southern Georgian Bay. Over 9,000 sq.ft. of refined living space with soaring 20-ft ceilings, exposed beams, heated polished concrete floors and dramatic floor-to-ceiling windows that flood the interior with natural light. The sunken great room with a 24-foot stone fireplace exudes warmth and comfort - a space equally suited for quiet evenings or entertaining a hundred guests with ease. A striking matte-black kitchen anchors the main level with an 18-ft island, Wolf & JennAir appliances, and a fully equipped butler's kitchen for seamless hosting. The private primary wing is a true retreat featuring a fireplace, dual walk-in closets, and a spa-level ensuite with mountain views and a walkout to the hot tub. Upstairs, a junior primary suite impresses with vaulted ceilings, a 6-piece ensuite, and a private terrace, while two additional bedrooms open to a covered patio with escarpment views. The lower level is an entertainer's dream with a games lounge, wet bar, golf simulator, gym, music studio, and two more bedrooms. Outdoors, enjoy resort-inspired living with a waterfall pool, hot tub, and a covered lounge with wood-burning fireplace and built-in BBQ. Legal golf cart access to the Georgian Bay Club, and just minutes to Peaks, Blue Mountain, Thornbury, and Collingwood. A rare offering that captures the very best of four-season living in Southern Georgian Bay. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 147 St Leonard's Avenue in Toronto: Lawrence Park South House for sale (Toronto C04) : MLS®# C12941312

    147 St Leonard's Avenue Lawrence Park South Toronto M4N 1K6
    Main Photo: 147 St Leonard's Avenue in Toronto: Lawrence Park South House for sale (Toronto C04)  : MLS®# C12941312
    $6,345,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12941312
    Bedrooms:
    5
    Bathrooms:
    6
    * Lawrence Park Family Home Custom Built 2015 * Outstanding Location Walking Distance To The Subway, Yonge Street, And Several Parks * Exceptional Open Concept Layout With Grand Principal Rooms * Quality Transitional Finishes, Extensive Custom Millwork, High Ceilings Throughout * Gourmet Kitchen Features Top-Of-The-Line Appliances And Adjoining Breakfast Area * Open Concept Family Room Walks Out To Large Deck & Fenced Garden * Large Mud Room Off Garage * Four Generous Upstairs Bedrooms With Ensuites Plus A Private Office * Second Floor Laundry Room * Spacious Lower Level: Recreation Room, Gym, 5th Bedroom, 3 Piece Bathroom, Heated Floors And Lots Of Storage * Oversized Two Car Garage, Heated Double Driveway * Highly Coveted Blythwood Public School District * More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 46 Anita Drive in Wellesley: House for sale : MLS®# X12303793

    46 Anita Drive Wellesley N0B 2M0
    Main Photo: 46 Anita Drive in Wellesley: House for sale : MLS®# X12303793
    $5,795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12303793
    Bedrooms:
    5
    Bathrooms:
    4
    A rare offering in the prestigious countryside of St. Clements. 46 Anita Drive is an 18.28-acre gated luxury estate that elevates refined country living. Beyond the custom iron gates, a 900ft interlock drive leads to meticulously landscaped grounds revealing a showpiece 12ft granite Inukshuk roundabout. The $1M+ surrounding landscape/hardscape includes spectacular mature gardens and trees, a grand armour stone and granite waterfall cascading into a tranquil pond-crafted for privacy and prestige. Main residence exterior is a complementary blend of brick, stone and stucco spanning 3 levels of 7,325 sf. Radiant in-floor heating and Savant smart home automation throughout including garages. Vaulted ceilings, detailed poplar, oak and maple millwork and handcrafted finishes elevate every space. The home is filled with character and grandeur, featuring a double staircase leading from the upper deck down to the lower patio.At the heart of the home, a designer chefs kitchen features Gaggenau appliances, teppanyaki, charcoal grill, 17ft Cambria/Caesarstone quartz island, Cambria counters and backsplashes seamlessly flow into the sunlit family room that shares a 3-sided gas fireplace. The primary suite is a private retreat with a spa-like 9-piece ensuite, heated floors, surround sound, serene turret sitting area and boutique-style dressing room. The walk-out lower level is an entertainers dream-offering a custom bar, custom natural stone floor-to-ceiling gas fireplace, home theatre, gym and guest rooms. A 3,500 sf heated coach house with 11ft ceilings and triple garage doors offers a workshop paradise or auxiliary residence conversion potential. In addition there is also a 2,468 sf steel storage building with custom steel pallet racking for 72 skids completes this extraordinary estate. This has the potential for a unique equestrian set-up. Fully irrigated around all three building perimeters, zoned A1 Agricultural, and minutes to Waterloo and hwy access. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
  • 27 Bayview Wood in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12795486

    27 Bayview Wood Bridle Path-Sunnybrook-York Mills Toronto M4N 1R8
    Main Photo: 27 Bayview Wood in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12)  : MLS®# C12795486
    $5,195,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12795486
    Bedrooms:
    5
    Bathrooms:
    6
    * Renovated Lawrence Park Family Home On Quiet Dead End Street By Cheltenham Park * Exceptional Layout Featuring Grand Principal Rooms * Custom Kitchen With Adjoining Breakfast Area * Open Concept Family Room Walks Out To Landscaped Backyard * Rare Main Floor Office * Primary Bedroom With 5 Piece Ensuite And His/Hers Walk-in Closets * Four Generous Upstairs Bedrooms * Spacious Lower Level: Recreation Room, 5th Bedroom With Ensuite, Large Laundry Room, Mud Room Area Off Garage, Lots Of Storage * Built-in Two Car Garage, Double Private Drive * Walk To Toronto French School, Public Transit & Sunnybrook Hospital * Steps To Cheltenham Park * More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
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Data was last updated March 31, 2026 at 07:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.