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82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12178239
82 Chestnut Park Road Toronto M4W 2R3 
$13,950,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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10 Shorncliffe Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12502300
10 Shorncliffe Avenue Toronto M4V 1T1
$12,900,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12821880
170 Roxborough Drive Toronto M4W 1X8
$12,500,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
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31 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12793900
31 South Drive Toronto M4W 1R2
$12,250,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
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20 Fenyrose Crescent in Vaughan: East Woodbridge House for sale : MLS®# N12478538
20 Fenyrose Crescent Vaughan L4L 7B3
$8,688,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12542994
46 Lowther Avenue Toronto M5R 1C6
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12542994
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic façade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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36 Ava Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12566170
36 Ava Road Toronto M5P 1Y4
$7,818,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12566170
- Bedrooms:
- 6
- Bathrooms:
- 5
A newly built custom residence, designed by Spragge Architects, is perfectly positioned with southern exposure and captivating winter city views. Exemplifying exceptional craftsmanship in the heart of prestigious Forest Hill. This 6-bedroom, 8-bathroom home spans over 5,200 sq ft of refined living space, blending timeless artistry with the finest materials. From the moment you arrive, a heated walkway leads to an impressive entrance framed by a brick and Indiana limestone facade. Inside, soaring 10.5-foot ceilings, a sweeping curved staircase, and a grand stone hallway set a tone of understated elegance. The formal oversized living and dining rooms feature coffered ceilings, a statement fireplace, and a butler's pantry designed for seamless entertaining. Sunlight fills the principal rooms, overlooking manicured gardens and a saltwater pool, while a private elevator offers effortless access to every level. Enter through the private side entrance from the driveway into a well-appointed mudroom that combines function and style, adjacent to a striking powder room with marble floors and an integrated marble sink. The chef's kitchen, anchored by a generous eat-in island and breakfast area, connects to a welcoming family room with custom built-ins, a coffered ceiling, and a walk-out to the private yard. Upstairs, the Primary suite offers a tranquil retreat with a private balcony, custom walk-in closet with exquisite cabinetry, and spa-inspired ensuite. Two additional bedrooms, each with designer finishes and ensuite bathrooms, complete this level. The top floor adds versatility with two more bedrooms, a full bath, an office or play space, and a sunlit laundry room with abundant storage. The lower level impresses with a large recreation room, wet bar, gym, guest/nanny suite, powder room, and ample storage & radiant heating. Just steps from Forest Hill Village, Cedarvale Park, and only 15 minutes to Yorkville. Thirty-Six Ava Road defines modern luxury and effortless living. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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112 Stone Zack Lane: Blue Mountains House for sale : MLS®# X12668570
112 Stone Zack Lane Blue Mountains N0H 1J0
$6,688,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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46 Anita Drive in Wellesley: House for sale : MLS®# X12303793
46 Anita Drive Wellesley N0B 2M0
$5,795,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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27 Bayview Wood in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12795486
27 Bayview Wood Toronto M4N 1R8
$5,195,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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514 Douglas Avenue in Toronto: Bedford Park-Nortown House for sale (Toronto C04) : MLS®# C12431455
514 Douglas Avenue Toronto M5M 1H5
$4,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12431455
- Bedrooms:
- 6
- Bathrooms:
- 7
This custom-built residence is the ultimate statement in modern luxury, offering 5,382 sq ft of total living space, with every detail designed for elegance & convenience. A rare, accessible elevation where you enter directly into the home & just a few steps down to the yard. Soaring 26.5 ft foyer set the tone for a home flooded with natural light & architectural drama. The main level boasts 11 ft ceilings, flowing seamlessly into a striking kitchen. Outfitted with dual islands, a pantry, custom solid wood cabinetry with full-size porcelain slab doors, quartz countertops, matching backsplash & top-tier Wolf & Sub-Zero appliances, it is a showstopper. An architectural staircase with laser-cut, no-joint metal stringers, 3" solid white oak risers & glass railings is a central design feature. The home includes an elevator, a lit-up custom glass wine & art display & 2 laundry rooms. The primary suite is a private retreat, complete with two walk-in closets & a spa-inspired ensuite featuring a soaker tub & a skylit shower. A stunning mezzanine office (or den) overlooks the main floor, creating a dramatic, yet functional workspace. All Bedrooms have their own ensuite bathrooms. The lower level is well thought out, with over 9 ft ceilings, radiant heated floors, a bar, custom built-ins, a rec room with walkout to the yard, 2nd laundry room, gym, a powder room & a guest bedroom with an ensuite bath. The heated tile floors in the foyer & primary ensuite, professional landscaping, 11 skylights, 3 fireplaces, smart home system with features allowing you to monitor & manage the home even if you are halfway across the world, state-of-the-art alarm system, heated driveway, generator & a 2-car garage with EV charger round out the homes extensive list of luxuries.Set on a rare 50 ft lot, with professional landscaping (& room for a pool) this 4+1 bed, 7 bath home has architectural details at every turn, showcasing the perfect blend of modern innovation, sleek design & everyday comfort More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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547 Old Stouffville Road in Uxbridge: Rural Uxbridge House for sale : MLS®# N12462121
547 Old Stouffville Road Uxbridge L9P 1R4
$4,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- N12462121
- Bedrooms:
- 5
- Bathrooms:
- 6
Over 11 acres - set in a premium location, on a highly coveted road in Uxbridge, this contemporary modern David Small Designs masterpiece was meticulously crafted with no expense spared. Newly constructed custom residence boasting 4+1 bedrooms & 6 bathrooms. The elegant facade features clean lines, organic textures, & expansive glass windows. Accentuated by rich wood tones & limestone detailing, this home blends beautifully into the breathtaking landscape. Upon entry, soaring ceilings & abundant natural light greet you. The gourmet kitchen & servery combine functionality with luxury. Two primary suites featuring walk-in closets, gas fireplaces, 5 piece ensuite, & private outdoor space. 3 more bedrooms, each with an ensuite & walk-out to decks. The lower level offers an unparalleled entertaining experience featuring a fully equipped second kitchen, recreation room & access to the outdoors. This premier resort-like property provides seamless indoor/outdoor living. Both an entertainer's dream & a private oasis, the outdoor space encompasses a large grassy yard & a stunning cabana, with a fireplace feature, an outdoor kitchen, & dining space. The estate promises leisure & luxury for friends, family, & party guests. The main house garage & second attached garage fit 5 cars. Only a 45 minute drive to Toronto, this residence stands as a testament to luxury living, seamlessly fusing technology, design, & comfort for an unparalleled living experience. **EXTRAS** Recreational options are boundless with cut trails throughout the entire property. The property backs onto lush conservation land and trails, enhancing its serene, countryside appeal. Minutes away, is the vibrant community of Uxbridge. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
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Data was last updated March 13, 2026 at 06:15 AM (UTC)
Eugene Palermo
Chestnut Park Real Estate Ltd., Brokerage