82 Chestnut Park Road

Discreetly positioned on one of Rosedale's most prestigious streets, this exceptional ravine residence offers rare architectural scale, privacy, andcontemporary refinement. Set on a remarkable 238-foot deep lot backing onto the Rosedale ravine, the property boasts a resort-like setting withan infinity-edge pool, expansive outdoor living areas, and a covered terrace designed for year-round entertaining. Situated minutes fromdowntown Toronto, Rosedale is a unique combination of charm and sophistication. It offers upscale dining, designer shopping, top-rated publicand private schools, beautiful parks and endless trails for walking, running or cycling. Quick access to the subway system, Yonge Street andMount Pleasant Road allow for easy access to explore all that Toronto has to offer. 20 Cluny has been thoughtfully renovated to reflect aseamless blend of timeless architecture and modern luxury. This home spans over 6,000 square feet above grade, with a fully finished lowerlevel, providing elegant space for both grand entertaining and comfortable family living. Inside, 11-foot ceilings on the main and third floorsenhance light and volume, while expansive principal rooms offer sophisticated living and dining spaces. The main level, exceeding 2,200 squarefeet, features a functional layout with formal living and dining rooms, a private office, and a kitchen and breakfast area that connect effortlesslyto the terrace and gardens. Upper levels include five generously sized bedrooms, each with its own ensuite. The primary suite offers a sereneretreat with a dressing room and spa-inspired bathroom. The third floor provides rare additional living space, ideal for guests or multi-generational living. The lower level includes a recreation room, home gym, and wet bar. Complete with a spacious double garage and heateddrive, this elegant home presents a rare opportunity in one of Toronto's most prestigious neighbourhoods.

Located at the coveted south end of Richview Avenue in Forest Hill South, surrounded by grand estate-style properties on impressive 100-foot lots, this extraordinary newly built custom home delivers the feel of a five-star hotel. A neighbouring vacant lot presents the potential to create your own expansive Forest Hill South estate. Designed by renowned architect Richard Wengle, with interiors by Wise Nadel, this residence offers three storeys of total luxury, with exceptional craftsmanship and bespoke finishes throughout. Soaring ceilings, expansive windows, exquisite millwork and beautifully proportioned rooms create a spectacular setting for both entertaining and everyday family living. A stunning designer kitchen, complemented by an enormous separate prep kitchen tucked behind it, makes hosting effortless while keeping the main kitchen pristine. Elegant principal rooms flow seamlessly into inviting gathering spaces. The massive primary retreat is a destination of its own, featuring two enormous his-and-hers dressing rooms and a breathtaking oversized shower that brings the luxury spa experience home. Generously scaled bedrooms and beautifully appointed bathrooms continue the uncompromising quality throughout. Outside, the backyard feels like a private luxury hotel, with a stunning pool, lush maintenance-free turf and beautifully designed spaces for lounging, entertaining and unwinding. A spectacular lower level completes the experience with a theatre room, gym and exceptional recreation space. Built by a builder for their own family, every detail reflects a commitment to comfort, quality and extraordinary living. Moments from Forest Hill Village, top private and public schools, parks, shops and restaurants, this is a rare opportunity to enjoy a complete luxury lifestyle in one of Toronto's most prestigious neighbourhoods.

39 Burton Road is a landmark residence, gracefully positioned within one of the most exclusive and prestigious enclaves in Forest Hill. Set on a rare 100x170.5 FT lot, this extraordinary estate offers appx 5,982 SF above grade plus partially renovated lower level, presenting a remarkable opportunity for both luxury living and scarcity investment. The expansive 17,000 SF grounds are nestled with a dense canopy of mature trees and exquisitely landscaped gardens that provide a private and sensational oasis. Approved severance allows two premium lots, effectively transforming one prominent residence into two and maximizing land value on one of the finest streets. The current mansion was built for an exceptional luxurious lifestyle that balances sumptuous entertaining and personal relaxation. Indulgence recreational amenities highlight an indoor saltwater pool, a circular hot tub, and a sauna that opens to a serene alfresco retreat for maximum comfort and wellness. Originally a Georgian, the mansion was reimagined by acclaimed architect Stanley Shenkman and interior designer Robert Dirstein into an epic modernist statement, defined by bold geometry, sweeping curves, and flat rooflines. Recognized for its distinctive aesthetic, once-famous black-changing-to-white exterior, the residence became a design icon after the radical redesign. Today, the home reflects a celebrated eclecticism and modernism, starring a teak paneled foyer, retro mid-century details, wall-to-wall windows and extensive use of skylights that bathed interiors with natural light. This excellent location is also known for its extreme proximity to walkable social hubs, places of worship, and top-tier schools such as UCC, BSS, Holy Rosary, St Michael's, Robbins, Bialik, Leo Baeck, Forest Hill CI and more. Rich in architectural significance and cultural character, the legendary residence is a rarity offering in a highly coveted row renowned for its affluent scale, influential prestige, and enduring grandeur.

Rarely offered contemporary custom crafted home in prime Lawrence Park. Quiet treelined street, sensational curb appeal with limestone, brick exterior, large floor to ceiling windows. Quality finishes throughout, cohesive designing and modern layout. Exceptional Great Room combining casual living space, dining and spectacular eat-in kitchen with clean lines and integrated finishes. Expansive glass windows and doors, all overlooking the incredible backyard pool, cabana and entertainer patio. Perfectly positioned powder room off the mudroom which has side door entry and direct access to the double car garage. Primary suite with a treetop view of the pool, 5 piece ensuite bathroom and unreal dressing room fit with a custom closet system. 3 remaining bedrooms with ensuite bathrooms and walk-in closets. Second floor laundry room for ease and convenience. 10 ft ceilings on the main floor and second floor. Sensational basement (9 foot ceilings) with supersized family room, the generous proportions allow for entertainment area and games room. There is a bonus home gym and an additional bedroom with 3-piece ensuite bathroom. This house boasts incredible natural light, custom paneling, oak hardwood floors and heated porcelain tile floors throughout. The backyard has been designed for entertaining in the city. The covered patio with gas fireplace is perfect for entertaining and the salt water pool and sundeck will keep the kids happy. The rear cabana offers bonus climate controlled space year round. Landscaped with column trees and sleek metal fencing for the ultimate in privacy. No expense spared in the construction of this contemporary masterpiece.

Welcome to 442 Heath Street East, an architecturally distinctive contemporary residence offering more than 6,000 square feet across three levels in coveted Bennington Heights, with interiors by Ashley Botten. Set on an extraordinary lot, this sun-filled home pairs luxurious finishes, thoughtful built-ins, in-floor heating throughout and a heated driveway for year-round comfort. A sleek and stunning entryway features extensive storage and introduces the elegant living and dining room, complete with show-stopping floor-to-ceiling windows. The stunning modern kitchen features a large island and adjoining breakfast area. The expansive family room overlooks the landscaped backyard, while a main-floor office, powder room and attached garage add everyday convenience. Upstairs are four spacious bedrooms, a family library and laundry room, including a spectacular primary retreat with backyard views, a skylit walk-in closet and luxurious five-piece ensuite. The lower level offers a generous recreation room, fifth bedroom, full bathroom, fitness and Pilates studio, infrared sauna and ample storage. And then there is the backyard, which is reminiscent of the most exclusive resorts in the world. Discover a gorgeous swimming pool, expansive entertaining patio, outdoor cooking area, children's play treehouse, butterfly garden, outdoor table tennis and additional green space beyond the pool. Expansive windows bring exceptional natural light into the home and frame its lush surroundings. Enjoy proximity to Moore Park Ravine, the Beltline Trail, Evergreen Brick Works, parks and Bayview Avenue's shops, cafes and restaurants. Nearby schools include Bennington Heights Elementary, Bessborough Drive Elementary and Middle School and Leaside High School (subject to school board policies), with convenient TTC connections, access to downtown and the Don Valley Parkway. A rare blend of modern architecture, family comfort and resort-inspired outdoor living, this home is truly exceptional.

A Rare Offering in Forest Hill, welcome to 94 Dunvegan Road an exceptional home and lot on one of the neighbourhood's most prestigious and tightly held blocks. Situated on a remarkable 70 x 174 ft lot, this distinguished residence designed by acclaimed architect Joe Brennan offers an extraordinary combination of scale, presence, and future potential. From its impressive proportions to its rare underground 5 car garage, the home stands as a true statement property. Elegant principle rooms, soaring ceilings, wood-burning fireplaces, and oversized windows overlooking the landscaped grounds create a sense of timeless character and warmth throughout. The expansive layout across four levels offers exceptional family living, including a luxurious primary retreat, spacious ensuite bedrooms, and a spectacular third-floor loft with skylights, sauna, and wet bar. Whether you choose to enjoy the residence in its current form, undertake a thoughtful renovation, or create a custom-built legacy estate, the possibilities here are as expansive as the lot itself. Opportunities of this size and caliber on Dunvegan Road are exceedingly rare.

204 Forest Hill Rd - A Rare Deep-Lot Estate in the Heart of Forest HillSet on a coveted 44.63 x 190 ft lot in prestigious Forest Hill, this exceptional estate offers 7,500 sq. ft. of masterfully crafted living space, designed by renowned architect Richard Wengle and styled by acclaimed interior designer Robin Nadel. Every detail reflects a seamless blend of timeless elegance and modern functionality. At the heart of the home is a grand, oversized kitchen with a spacious breakfast area, opening effortlessly to a large family room and framed by walls of glass overlooking the backyard. A large formal dining room offers an elegant setting for entertaining, while the backyard is a private retreat complete with a concrete pool, perfect for both relaxation and hosting. The walkway and driveway are fully heated. The built-in garage, complete with a car lift, adds a rare touch of function and luxury. With its unbeatable location, deep lot, and thoughtfully designed interiors throughout, 204 Forest Hill Rd is a truly special offering in one of Toronto's most sought-after neighbourhoods. Taxes Not Yet Assessed.

Prestigious Bridle Path Ravine Mansion on Exclusive Enclaves of Glenorchy. Modern French Chateauesque with Renaissance Design. Renowned Hovan-Homes Masterpiece. Soaring 25 Ft Ceiling Anchors Grandeur Foyer and Symmetrical Layout. Upscale Finishes Acclaims Both Contemporary Living & Timeless Elegance. Total Appx 7,366 Sf Luxurious Interior. Above 5,564 sf. Walkout Lower Level 1,802 Plus 3-Car Garage. Upper Four Ensuite Bedrooms, Downstair Guestroom & Nanny's Quarter. Lavish Walk-in & Walk-through Wardrobes. Culinary Maple Kitchen. Hand-painted Royal Library. Salon Style Gallery Hallways. Segmental Arches, Detailed Dormers, Curved Staircase, Cast Iron Accents, and Silk Fabric Walls Consistently Honouring the Homeowner's Fine Taste. Sitting atop of Acres of Lush Glendon Forest & Sunnybrook Park to Enjoy Panoramic Greenery & Private Oasis. Perfect Proximity to Granite Club, Golf Courses, Crescent, Harvergal, T.F.S., U.C.C., Crestwood & Wealth Choice of Top Ranking Public & Private Schools.**EXTRAS** Enhanced Outdoor Living Adored Professionally Crafted Front & Back Gardens, Grotto Patio & Natural Stone Paths, Circular Driveway Extending Long Inner Drive, and unparalleled ravine

Designed by renowned architect Stan Makow & Associates, 22 Brookfield Road offers approximately 9,882 sq. ft. of total living space on an exceptional ravine lot in prestigious Hoggs Hollow. Thoughtfully designed for both formal entertaining and comfortable family living, the residence combines timeless architecture, generous proportions, and a rare connection to nature in the heart of Toronto. The limestone and brick exterior opens to a resort inspired outdoor setting with a pool, pool house, covered terrace, and views into the surrounding valley landscape. The backyard feels private and protected, with mature trees creating a natural backdrop that is difficult to replicate in the city. Inside, expansive principal rooms, soaring ceilings, an elevator, five fireplaces, and beautifully proportioned living spaces create a refined and livable atmosphere. The residence features 5+1 bedrooms, 7 washrooms, generous family and recreation areas, and a layout that supports both everyday comfort and larger scale entertaining. Hoggs Hollow is one of Toronto's most distinctive residential enclaves, known for its winding streets, estate properties, ravine setting, and quiet country like character within the central part of the city. The neighbourhood offers a rare balance of privacy, land, and access. Ideally located an eight-minute walk from York Mills Subway Station, close to Highway 401, Yonge Street, private clubs, shopping, dining, and everyday amenities. Near many of Toronto's most respected schools, including Crescent School, Havergal College, Toronto French School, and highly regarded public schools. A rare opportunity to own a substantial custom residence in one of Toronto's most established and naturally beautiful neighbourhoods.

An Exceptional Custom-Built Stone Residence In Toronto's Prestigious Bridle Path, Set On A Magnificent 100' X 133.79' South-Facing Lot. Offering Over 8,000 Sq.Ft. Of Luxurious Living Space, This Remarkable 5+1 Bedroom, 7-Bathroom Home Combines Timeless Architecture, Exceptional Craftsmanship & Refined Elegance. Sun-Filled Interiors & Expansive Windows Create An Abundance Of Natural Light Throughout. Grand Principal Rooms Showcase Exquisite Millwork, Extensive Crown Mouldings, Elegant Ceiling Details & Fine Finishes. The Gourmet Falcon Kitchen Is Designed For Both Elegant Entertaining & Comfortable Family Living. An Elevator Provides Convenient Access Between Levels, Complemented By Heated Floors, Built-In Speakers, Multiple Fireplaces & Security Camera System. The Expansive Finished Walk-Out Lower Level Offers Outstanding Recreation & Entertainment Space, Complete With A Private Wine Cellar & Direct Access To The South-Facing Grounds. Rare 3-Car Tandem Garage & Generous Private Driveway. Ideally Situated Near Edwards Gardens, Sunnybrook Park, The Granite Club, Toronto French School & Some Of Toronto's Top Private Schools, With Convenient Access To Bayview, York Mills & Hwy 401. An Extraordinary Opportunity To Own A Distinguished Custom Estate In One Of Toronto's Most Coveted Neighbourhoods.

A Rare Forest Hill Landmark - Rich in History, Character & Possibility Set on an exceptional 75 x 175 ft lot in prestigious Forest Hill, this distinctive pink stone residence, built in 1913, is a rare offering of architectural character, scale and privacy. Originally a private residence, it later served as Cantab College, a boys' school during the Depression, before being acquired by the current owners in 1985 and lovingly restored from the ground up.The home offers an elegant balance of period character and modern family living. A welcoming vestibule opens to a gracious central hall, leading to a library, formal dining room with fireplace and expansive living room with bay window and fireplace. The heart of the home is an integrated kitchen, eating and family living area with a dramatic two-way fireplace, opening directly to the large patio, landscaped gardens and private swimming pool.The upper levels provide generous bedroom accommodation, including a principal bedroom with fireplace and ensuite, additional ensuite bedrooms and a substantial third-floor bedroom/sitting room with three-piece ensuite and cedar closet.The lower level features approximately seven-foot ceilings and exceptional flexibility, with a gym, private movie theatre with fireplace, bathroom, rooms historically used for live-in help, wine cellar and extensive storage. The space can readily accommodate offices, hobbies, wellness or additional living areas.A detached two-car garage and pool cabana with washroom complete the property. Minutes from Upper Canada College and B.S.S., with Forest Hill's renowned schools, parks and amenities nearby.A truly special residence offering history, character, privacy, exceptional outdoor living and the rare potential of a 75 x 175 ft lot.

A true architectural statement in the best pocket of Lytton Park, 239 Cortleigh Boulevard is an extraordinary 5-bedroom, 7-bath residence conceived by renowned architect Lorne Rose. Spanning 7,565 sq ft of meticulously finished living space, this exceptional home pairs sophisticated design with exceptional craftsmanship and an uncompromising level of detail. A heated limestone driveway and walkway leads to an impressive limestone facade and grand entrance, where heated white marble floors, custom stonework, velvet paneling, mirrored surfaces and brass accents establish an atmosphere of understated opulence. The formal dining room is anchored by a dramatic marble fireplace and built-in marble wine wall. At the heart of the home, the bespoke kitchen showcases a substantial marble island, matching countertops and backsplash, Lacanche range, Sub-Zero paneled refrigerator and freezer, Miele appliances and a generous butler's pantry. The adjoining family room features a custom marble fireplace wall and 12-foot sliding glass doors that open to a heated covered terrace complete with outdoor kitchen. Beyond lies a spectacular private retreat with limestone patio, irrigated gardens and custom concrete pool with waterfall and hot tub. Upstairs, the luxurious primary suite offers bespoke millwork, marble gas fireplace and wet bar, complemented by a spa-like ensuite with heated white marble floors and walk-in spa shower. Two walk-in closets feature custom cabinetry, a backlit onyx island and dedicated Onyx makeup station. Four additional bedrooms each offer beautifully appointed ensuite baths, heated floors and designer finishes. The lower level is designed for effortless entertaining, with a home theatre, sophisticated marble bar, full-size gym, cabana-style change room with direct pool access, nanny suite and secondary laundry. A remarkable offering where architecture, design and resort-style living come together in one of Lytton Park's most coveted homes.