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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- JOHN MANNEH
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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- JOHN MANNEH
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9 Dewbourne Avenue in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12992952
9 Dewbourne Avenue Toronto M5P 1Z1
$12,700,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12992952
- Bedrooms:
- 6
- Bathrooms:
- 10
A rare Forest Hill offering, this custom residence showcases over 8,000 square feet of beautifully finished living space across five levels, all serviced by an elevator. Built in 2017 and extensively refined, the home offers exceptional scale, comfort, and craftsmanship. Grand principal rooms flow seamlessly for both everyday living and entertaining, anchored by a top-tier chef's kitchen, inviting family room, main floor library, dining room, and lounge with custom cabinetry and bar fridges. The second level features a sumptuous primary suite with his/her 3-piece and 5-piece ensuites and separate dressing rooms, along with four additional bedrooms, each with its own ensuite. Designed for complete lifestyle living, the lower level includes a home theatre, glass-enclosed gym, recreation room with bar, large wine cellar, and nanny suite. Outdoor living is equally impressive, with a stunning pool and hot tub, 2-piece washroom off the pool deck and cooking hub. An oversized double garage with pet spa and the convenience of a mud room completes this exceptional home, ideally located near top schools, parks, and local amenities. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
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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- JOHN MANNEH
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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- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
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50 Teddington Park Avenue in Toronto: Lawrence Park North House for sale (Toronto C04) : MLS®# C13056194
50 Teddington Park Avenue Toronto M4N 2C6
$10,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13056194
- Bedrooms:
- 5
- Bathrooms:
- 8
Infinity House is a masterclass in contemporary architecture - custom-built with state-of-the-art construction techniques and details to deliver a true high-performance house. This luxury home, with 4+1 bedrooms & 8 bathrooms (7,655 sf in total), offers the discerning buyer meticulously conceived interiors that harmonize natural materials with modern elements for the utmost in refined living. This coveted North Toronto location, with its unique blvd & mature tree canopy, is within walking distance to Yonge Lawrence Village & the greens of Rosedale Golf Club. Handcrafted bronze panels fronting the house signal a sublime presence on the street. The entry gallery captures the eye with a stunning living room fireplace with marble slab surround & stairs floating between soaring glass panels & a limestone wall - a true feat of engineering. Reminiscent of the exterior cladding & projecting toward the sky, this imposing feature wall intentionally serves as a central visual anchor. The optimal interior layout flows effortlessly to the professionally designed exteriors through a one-of-a-kind NanaWall of sleek glass panels, welcoming an abundance of natural light. The open concept makes clever use of a floating slat wall to create a sense of division for the dining and living rooms without compromising the bright, airy feel. The family room & adjoining chef's kitchen with pantry & servery is the hub of the home overlooking the backyard oasis with heated pool, terraces & gardens. A study, two powder rooms & a mudroom complete the main level. An elevator opens onto a light-filled 2nd floor, illuminated by custom architectural glazing & leads to 4 bedrooms, including a luxurious primary suite, 4 bathrooms & a well-appointed laundry room. An expansive lower level includes a media/recreation room, custom bar, wine cellar, exercise room with spa steam bath, nanny suite with 3-pc & a 2nd laundry room. EXTRAS: radiant floors, elevator, snowmelt, 2 car heated garage w/lower storage. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
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1 Glen Edyth Place in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13002968
1 Glen Edyth Place Toronto M4V 2W1
$9,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13002968
- Bedrooms:
- 5
- Bathrooms:
- 6
Tucked within one of South Hill's most exclusive and private enclaves. This is the last great lot on Glen Edyth Pl. This exceptional residence offers a rare opportunity to own a true family home in an unparalleled setting. Situated on a coveted cul-de-sac, the property combines the serenity of a secluded retreat with effortless access to the city's core. Designed with both scale and comfort in mind, the home features over 7000sqft of living space, with four well-appointed bedrooms and beautifully proportioned principal rooms that lend themselves to both everyday living and elegant entertaining. Soaring ceilings and expansive windows fill the interiors with natural light, creating a warm yet sophisticated atmosphere throughout. At the heart of the home, the kitchen and adjoining family room offer a seamless space for gathering, while the primary suite provides a quiet, private retreat. The lower level includes a large recreation room for entertaining and an additional bedroom, perfect for in-laws or guests. Every element has been thoughtfully considered to balance function with refined design. Set on an extraordinary lot, the outdoor space feels worlds away from the city, with mature landscaping, complete privacy, and a stunning pool that transforms the backyard into a true oasis. The lower level further enhances the home's livability, offering additional space for relaxation, recreation, or extended family use. A rare offering in South Hill for those seeking privacy, scale, and an address defined by both prestige and quiet exclusivity. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 9198895
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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- JOHN MANNEH
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46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13022438
46 Lowther Avenue Toronto M5R 1C6
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13022438
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic facade 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- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 9198895
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127 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12997172
127 Roxborough Drive Toronto M4W 1X5
$7,775,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12997172
- Bedrooms:
- 7
- Bathrooms:
- 5
A unique opportunity to achieve your great architectural ambition, to create your own dream home on one of the most prestigious blocks in Canada. This iconic Rosedale residence, set on a massive lot (77 ft x 157 ft), is among a select handful of properties of this scale. The stately home has over 4,500 sq ft of above-grade space. The warm environment is a wash with period details that add to the historic charm and allows a vibrant canvas for your family's masterpiece. The 5+ bedroom configuration offers a versatile opportunity to reimagine the perfect family home, just steps from Rosedale Park, the nexus of outdoor enjoyment. The remarkable frontage and a two-car garage establish a feeling of a country estate. The Sissinghurst-inspired gardens welcome you to an oasis of peace and harmony in the center of the city. This home can become the perfect narrative for your fabulous life. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
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10 Rosedale Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13061116
10 Rosedale Road Toronto M4W 2P3
$7,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13061116
- Bedrooms:
- 5
- Bathrooms:
- 7
Perched above Rosedale and Pine Hill Roads, this grand Edwardian residence in South Rosedale has been completed with perfection by Severn Woods and MCR Interiors, offering an exceptional, confident, and fully custom luxury home within walking distance to both Yonge Street and Yorkville. Interiors encapsulate nearly 4000 square feet above-grade with over nine foot ceiling heights on all levels, and offer completely custom, completely new, and completely luxurious interiors. Curated finishes include heated marble floors with herringbone inlays, a beautiful assembly of formal and informal spaces on the main floor, and practical and coveted features such as an open-concept kitchen/living room, a separate breakfast room, and a mud room area with direct access to the two-car garage. The kitchen is of course completely customized with dove-tailed wooden cabinetry and outfitted with an oversized, top-of-the-line integrated appliance package and a huge walk-in pantry. The home is enlarged by a three-storey glass addition that marries the historic front facade with a modern and exciting rear exterior. On the second floor the addition houses a study or home office, and on the third floor, a children's lounge area for homework or a separate media space. All bedrooms are equipped with individualized ensuite bathrooms. The primary bedroom is most exceptional with incredible proportions, a huge walk-in closet with LED and glass inlays, and an exquisite five-piece ensuite. A large terrace on the second floor is accessed from the primary suite, with a quiet perch and cascading views down to Branksome Hall's soccer pitch. The basement was lowered and underpinned and now holds ceiling heights reaching 9'4". It houses a huge recreation space, nanny suite, separate powder room, and a gorgeous walk-in laundry room. This home's versatility can appease families (literally steps to Branksome Hall), or "downsizers" not ready for condo living. A must see! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
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204 Glencairn Avenue in Toronto: Lawrence Park South House for sale (Toronto C04) : MLS®# C12940744
204 Glencairn Avenue Toronto M4R 1N2
$7,050,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- JOHN MANNEH
- CHESTNUT PARK REAL ESTATE LIMITED
- 1 (416) 9198895
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Data was last updated April 30, 2026 at 06:15 PM (UTC)
John Manneh
Chestnut Park Real Estate Limited
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