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18 Chestnut Park Road in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C9018417
18 Chestnut Park Road Toronto M4W 1W6 
$17,750,000Freehold- Status:
- Active
- MLS® Num:
- C9018417
- Bedrooms:
- 6
- Bathrooms:
- 7
Located in the prestigious Rosedale neighbourhood, on arguably the finest street, this over 7000 sq ft home is a one-of-a-kind architectural masterpiece. In addition to the stunning 3-storey home there is a 2-storey garage/coach house and a circular drive surrounded by exquisite landscaping and parking for 7 cars. Rising through the centre of the house floats a custom steel backlit staircase crowned by an oversize skylight. The 5 bedrooms all include ensuites as well as ample closet space. The expansive centre hall has an elegant double living room with fireplace and a separate dining room. The incredible kitchen/family room has a large woodburning fireplace with a wall of glass doors overlooking the garden beyond. The lower level contributes to the WOW factor with its sunken golf simulator, family room, games room, gym and fabulous built-in stone bar. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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82 Chestnut Park Road in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C10407735
82 Chestnut Park Road Toronto M4W 2R3
$15,750,000Freehold- Status:
- Active
- MLS® Num:
- C10407735
- Bedrooms:
- 5
- Bathrooms:
- 6
An idyllic setting in the most sought-after part of Rosedale overlooking parkland & widening to 85' across the exclusive Chestnut Pk ravine, this captivating, almost 8,000 sf classic is poised on a magically lamp-lit street adjacent to Yonge. Superb craftmanship, impeccable finishes and meticulous attention to detail define the exceptional living space, blending grand entertaining and enchanting family living. The picture-perfect resort style pool, of a size virtually irreplaceable on this ravine today, boasts multiple terraces for sitting, dining & an outdoor kitchen. Featuring a sumptuous Primary suite with his & hers walk-in dressing rooms, curated interiors & an oversized lot, this is an extraordinary opportunity to own a resplendent residence radiating timeless grace & charm in a trophy property of incomparable privacy. All Bedrooms with bath; elevator, generator & garage with lift. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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6 St Margarets Drive in Toronto: Bridle Path-Sunnybrook-York Mills House (2-Storey) for sale (Toronto C12) : MLS®# C9053707
6 St Margarets Drive Toronto M4N 3E5
$15,000,000Freehold- Status:
- Active
- MLS® Num:
- C9053707
- Bedrooms:
- 5
- Bathrooms:
- 8
Situated on approximately 1 acre of land in exclusive Hoggs Hollow, this French Chateau boasts almost 10,000 square feet of luxury. It has a strong pedigree, created by Taylor Hannah Architect and Jeffrey Douglas Interior Design, and brought to life by JTF Homes. A circular drive sweeps across the 155 frontage and the house is set well back from the street. With its expansive, 270 wide backyard, with terraces, pool and riverside gardens, it is an oasis of privacy along the tranquil Don River a perfect Country in the City retreat for both family activities and for hosting large gala events! Inside, sunlight dances through the expansive floor-to-ceiling windows, illuminating the elegant spaces. The magnificent great room, featuring a stunning 22-foot-high Indiana stone fireplace and Eramosa stone walls, opens to the terraces and gardens via multiple French doors. The kitchen is a dream-come-true for the serious chef! With 3 workstations, including a large island with breakfast bar, the layout is efficient yet elegant. It opens to an intimate courtyard with pizza oven, where an open-flame fireplace adds to the ambiance. At the west end of the home, the family room features a vaulted ceiling and a stone fireplace. French doors lead you to a very private, covered terrace featuring a true, wood-burning fireplace and a hot tub the perfect place to unwind. The solid-stone stairs in the home are reminiscent of those found in the chateaux of France and reflect the unconditional commitment to quality in the construction of the home. Upstairs, the romantic primary suite features a Juliette balcony and a cozy fireplace. There are 3 additional bedrooms, each with ensuite. The lower level was designed for relaxation and casual entertaining: a spacious recreation/media room, complete with wet bar; a wine cellar with vented cigar room; a spacious exercise room; a spa with steam shower and powder room; a craft room; a hockey room with synthetic ice; and a nannys suite. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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113 Donwoods Drive in Toronto: Bridle Path-Sunnybrook-York Mills House (2-Storey) for sale (Toronto C12) : MLS®# C9307203
113 Donwoods Drive Toronto M4N 2G7
$13,588,000Freehold- Status:
- Active
- MLS® Num:
- C9307203
- Bedrooms:
- 5
- Bathrooms:
- 7
One of the most admired homes in Hogg's Hollow! Its exclusive, private setting, against the backdrop of the Rosedale Golf Club, underscores the intimate connection between the residence and the landscaped grounds.The home reflects the grandeur and fine craftsmanship of a time past, while including all of todays conveniences and a layout suited to contemporary living. The grand foyer is brightened by a magnificent skylight over a stunning open staircase.The gracious living room lends itself to both formal and casual entertaining overlooking the spectacular, multi-level patios and south garden. Fit for the enthusiastic chef, the kitchen is equipped with custom cabinetry, granite counters, a large island and top of the line appliances. It includes a cozy den and is connected to the elegant, formal dining room.The majestic, two-storey library with rich walnut panelling, fireplace, and wall-to-wall bookcases, features a stately, open staircase leading to a mezzanine and study overlooking the gracious space below. On the west side of the main floor is an enchanting, three-season room with a floor-to-ceiling stone fireplace, an office with three built-in desks, a 3 piece bathroom, a large mud room with built-in cabinets, direct access to the garage, and an elevator to all levels, incl. the attic. Upstairs, a private foyer leads to the primary suite with fireplace, balcony, 6 piece marble ensuite. Its exquisite dressing room has floor to ceiling cabinetry and a centre island. Three additional bedrooms with ensuites, and an extra large laundry room complete this level.The lower level adds to the superb entertaining spaces (see Extras). The family enjoys absolute privacy in the spa-like, south-facing backyard. It includes a naturalized-shaped pool with two rockfalls and a hot tub, surrounded by stunning stone patios and mature gardens. The expansive, 45' west yard provides a great, child-safe play area and room to add a garden suite or detached garage. DON'T MISS THE VIDEO! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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35 South Drive in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C11924089
35 South Drive Toronto M4W 1R2
$8,995,000Freehold- Status:
- Active
- MLS® Num:
- C11924089
- Bedrooms:
- 5
- Bathrooms:
- 4
Step into 35 South Drive a Stunning sun-filled elegant Rosedale Home with Soaring ceilings, gleaming hardwood floors, west facing kitchen-family room perched on a 53 x 290 lot overlooking the private Rosedale ravine. Open concept kitchen and family room perfect for casual everyday living open to expansive deck overlooking the classic garden and ravine. Elegant living room and dining room are great entertaining spaces. The sumptuous primary bedroom has a lovely sitting room and fireplace. Second floor family room with built-in bookshelves and fireplace. Third floor boasts 2 bedrooms, bathroom, and a spacious playroom/kid retreat. Walk to Branksome, Rosedale Public School, Mooredale House and the shops and restaurants of Yonge Street. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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1-6 66 Avenue Road in Toronto: Annex Property for sale (Toronto C02) : MLS®# C9398849
1-6 66 Avenue Road Toronto M5R 3N8
$8,250,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C9398849
- Major Bus.:
- Medical/Dental
- Total Area:
- 0 sq. ft.
Once-in-a-lifetime investment opportunity. Prime Yorkville medical offices. Location does not get better than this. On the corner of Lowther/Avenue. Six fully tenanted commercial offices/medical offices. Complete first floor with auxiliary storage room in lower level. 12 underground parking spots. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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18A 22 St Thomas Street in Toronto: Bay Street Corridor Condo for sale (Toronto C01) : MLS®# C9762265
18A 22 St Thomas Street Toronto M5S 3E7
$6,995,000Condo- Status:
- Active
- MLS® Num:
- C9762265
- Bedrooms:
- 2
- Bathrooms:
- 4
Step into the opulent embrace of Windsor Arms, an icon of Yorkville's sophistication, where luxury living meets boutique exclusivity. With only 24 units, this prestigious residence offers a tailored lifestyle complemented by full hotel services. Immerse yourself in the bespoke elegance of this exceptional suite, boasting custom designer touches and premium finishes throughout its 3,800 square feet. Floor-to-ceiling windows frame awe-inspiring city panoramas, while generously proportioned rooms provide a canvas for lavish living. Relax in the stunning family room, featuring a Juliette balcony offering uninterrupted city vistas. Entertain your guests in the formal dining room with walk out to the terrace. Culinary enthusiasts will delight in the fully custom eat-in kitchen, appointed with top-of-the-line appliances and a spacious walk-in pantry. The primary bedroom suite exudes refinement, featuring his and hers walk-in closets and a 4 piece ensuite. Indulge in the complete array of hotel amenities and personalized service, seamlessly integrated into your lifestyle. Windsor Arms epitomizes the fusion of timeless charm and contemporary comforts, nestled within the dynamic pulse of Yorkville's cosmopolitan allure. 24/7 Valet & Concierge. 5th Floor Salon, Spa, Fitness centre, Indoor Pool, steam bath, sauna. 24 Hr. Room Service. Housekeeping. Tea Room. Windsor Hotel Restaurant. Steps To Boutique Shops, Restaurants & Galleries Of Bloor St/Yorkville. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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12A 22 St Thomas Street in Toronto: Bay Street Corridor Condo for sale (Toronto C01) : MLS®# C10440682
12A 22 St Thomas Street Toronto M5S 3E7
$6,295,000Condo- Status:
- Active
- MLS® Num:
- C10440682
- Bedrooms:
- 3
- Bathrooms:
- 4
Experience unparalleled luxury at The Residences of Windsor Arms, Torontos most prestigious and sought-after boutique condominium. Nestled in the heart of Yorkville, this exceptional residence offers one of the largest suites available, spanning approximately 3,800 sq. ft. A wonderful opportunity, Suite 12A has been meticulously designed to offer the perfect blend of class, sophistication, and comfort. The expansive, open-concept floor plan is complemented by a private terrace, ideal for entertaining, with breathtaking unobstructed city views.This stunning suite features 3 bedrooms, each with its own ensuite, including a grand primary suite complete with a 6-piece ensuite and a walk-in dressing room. The elegant, panelled family room/office boasts a gas fireplace and intricate crown moulding, creating a warm and inviting atmosphere. Additional conveniences include 2 parking spaces, exceptional valet service, and exclusive access to the renowned Hotels services and amenities, ensuring the ultimate in refined living. Every detail of this residence has been thoughtfully curated, ensuring an unparalleled living experience in one of the city's most exclusive locations. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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32 Roxborough Street E in Toronto: Rosedale-Moore Park House (3-Storey) for sale (Toronto C09) : MLS®# C9307328
32 Roxborough Street E Toronto M4W 1V6
$6,250,000Freehold- Status:
- Active
- MLS® Num:
- C9307328
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to this extraordinary, postcard perfect 4 to 5 bedroom in magical Rosedale, the epitome of sparkling luxury, quality finishes and stunning sophistication, yet with a family friendly but very modern spirit. One block to Yonge, and the premium steps-to-subway location where everyone wants to be, this exciting and sleek showpiece is invigorated by exceptional design & impressive architectural features exuding creative elegance and skillful refinement. Upon entry you are welcomed by a grand foyer with focal-point fireplace, beautiful hardwood, soaring ceilings and rich bespoke plaster & millwork. The living room is ideal for entertaining guests with its dramatic fireplace and ample seating. The chef-inspired trophy kitchen boasts stone countertops, custom cabinetry, an oversize centre island and built-in desk. The adjacent breakfast & separate family rooms walk-out to the completely private, beautifully landscaped, fenced garden. The dining room is just right for hosting dinner parties for families and friends. Remarkably there are two sun-drenched family rooms & the one on the second floor is tandem to the dream home office, also overlooking the garden. The primary bedroom with room enough for a sitting area, features a spa-like ensuite and decorative fireplace & all bedrooms are spacious and designed for splendid cocooning! Superbly maintained, it is a short walk to Branksome, De La Salle and York schools with easy access to U C C and B S S. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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41 Boswell Avenue in Toronto: Annex House (2-Storey) for sale (Toronto C02) : MLS®# C11923117
41 Boswell Avenue Toronto M5R 1M5
$5,995,000Freehold- Status:
- Active
- MLS® Num:
- C11923117
- Bedrooms:
- 4
- Bathrooms:
- 5
Beautifully crafted 3+1 bedroom detached home located in the heart of Yorkville. This stunning property features a quartzite kitchen, a lower-level gym with full-height ceilings, and premium finishes throughout. The interior design blends white oak, quartzite, marble, and brass accents, all meticulously curated during a complete renovation. Tucked away on a quiet cul-de-sac, this home offers a perfect alternative to condo living, combining luxury, style, and comfort. Heated driveway and pathways add both practicality and charm to this remarkable residence. A true Yorkville masterpiece, it delivers a refined yet functional living space that defines modern sophistication. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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259 Inglewood Drive in Toronto: Rosedale-Moore Park House (2 1/2 Storey) for sale (Toronto C09) : MLS®# C11932712
259 Inglewood Drive Toronto M4T 1J2
$4,895,000Freehold- Status:
- Active
- MLS® Num:
- C11932712
- Bedrooms:
- 5
- Bathrooms:
- 4
Perched above the fabulous streetscape of Inglewood Drive, this charming and inviting five bedroom family home awaits its next family. Offering over 3500 square feet of interior space above-grade with a floor plan that offers commanding scale, tall ceilings, and the benefit of a two-storey rear addition. The large foyer branches to the grand formal principal spaces of the living and dining rooms, a concealed main floor office, and the ever-coveted kitchen/family room combination at the rear of the home. With ceiling heights consistently reaching over nine feet on the main floor, the home has an enlarged sense of space and grandeur. Connections to the private and oversized garden are accessed from both the family room and the dining room, with steps out to the stone terrace, the driveway and garage, and further to the landscaped rear gardens. On the second floor a large landing connects to four large bedrooms including the primary suite which is within the addition at the rear of the home. It has vaulted ceilings, two Juliette balconies, two walk-in closets, a separate double closet and as well a five-piece ensuite bathroom. The other three bedrooms on this level all have closets, tree-lined views, and share access to the four-piece family bathroom. On the third floor, the loft-like space has been used as a home office, a bedroom and a guest suite in the past. It has supplementary ductless air conditioning and a gas fireplace (one of three in the house!) to effectively balance temperatures in all seasons. The lower level holds a large recreation room, a laundry room with loads of storage, a three-piece bathroom, and then three walk-in closets with a huge amount of storage (and space for your 13-foot blow-up Santa which is obviously included). This home underwent a full-scale renovation in 1997 and offers a truly wonderful floor plan for active families to enjoy within the enviable surroundings of Moore Park. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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16 Sagewood Drive in Toronto: Banbury-Don Mills House (2-Storey) for sale (Toronto C13) : MLS®# C9410077
16 Sagewood Drive Toronto M3B 3G5
$4,800,000Freehold- Status:
- Active
- MLS® Num:
- C9410077
- Bedrooms:
- 5
- Bathrooms:
- 6
Nestled in the coveted Banbury neighborhood, this beautifully designed 5-bedroom home sits on an impressive 84 x 125-foot lot. Boasting over 6,000 sqft of living space, the property features a 3-car garage, stunning millwork, and exceptional craftsmanship throughout. A wrought-iron entry opens into a striking two-story foyer with floor-to-ceiling wainscoting, leading to a well-appointed office. The main level offers an expansive living and dining area, seamlessly connected to an enlarged kitchen, breakfast room, and family room with access to a private pool size backyard. The kitchen showcases a custom English framed inset design by Bloomsbury Fine Cabinetry, featuring a Subzero fridge and freezer, Wolf gas range, Miele dishwasher, and a chefs island with ample storage. Upstairs, find five spacious bedrooms and three bathrooms, enhanced by California shutters, hardwood floors, and a skylight. The fully finished basement includes a large rec room, games room, gas fireplace, and a renovated bathroom. Great access to the highways and TTC routes. Excellent public and private schools: Crescent, TFS, Bayview Glen, Crestwood, LaCitadelle, Denlow PS (7 min walk), Winfield MS (15 min Walk), York Mills CI (6 min walk), and Northern SS. Steps from Banbury Community Center, Banbury Tennis Club, Windfields Park, and Ravine. Minutes away from shops at Don Mills and Edwards Garden! More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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Data was last updated January 21, 2025 at 06:55 AM (UTC)
Eugene Palermo
Chestnut Park Real Estate Ltd., Brokerage