Find Homes for Sale in Rosedale, Toronto, Canada
Welcome to the premier resource for finding homes in Rosedale, one of Toronto’s most prestigious neighborhoods. Our exclusive listings feature a variety of luxurious properties, perfect for those seeking an upscale and elegant living experience. Discover the charm and sophistication of Rosedale and find your ideal home with our curated selection, detailed information, and expert guidance.
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20 Edgewood Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13769036
20 Edgewood Crescent Toronto M4W 3A9 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$3,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13769036
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 20 Edgewood Crescent - located in coveted North Rosedale, this home checks every box! Set on a coveted, quiet dead-end cul-de-sac, this grand, detached family home is located in the kind of neighbourhood where families put down roots & rarely leave. Completely renovated down to the studs in 2021 w/a 3rd-floor addition by Caliber Builds & Interiors by Palmerston Design, the home offers just under 3,500 sq. ft. of beautifully finished living space. Perfectly arranged w/ everything you need including: 4 bedrms, 4 bathrms, garage + parking for 2 more cars and-yes-a pool, hot tub & cabana! Inside, the open-concept main floor delivers effortless family living & entertaining space w/ 9'2" ceilings, hardwood floors, natural light flooding in & an amazing back "mud room" entrance. The custom kitchen is the heart of the home w/full-height cabinetry, exceptional storage, Hanstone waterfall counters, oversized island, breakfast bar & premium built-in appliances. The 2nd floor offers 3 generous bedrms plus a family rm/optonal 5th bedrm & sun-filled tandem office. The entire 3rd floor is dedicated to the primary retreat w/vaulted ceilings, 2 walk-in closets, open office/sitting area & gorgeous ensuite. The finished lower level has a separate entrance, rec room, kitchenette & 3-pc bathrm-perfect for guests, teenagers, a nanny or movie nights. Outside, the professionally landscaped, fully enclosed garden feels like a private resort w/a inground concrete pool, hot tub, fabulous private cabana - perfect for watching Tennis, Golf or to simply enjoy a good book; the custom stone patio & expansive deck complete this ideal "cottage in the city" picture. Walk to local shops, cafés, parks, ravines & the everyday convenience of Summerhill Market while enjoying the privacy & community of prime Rosedale & the exceptional schools that are steps away from Whitney to O.L.P.H, U.C.C & Branksome Hall. Renovated. Turnkey. Incredible family space. Serious backyard. This is the one! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTAT- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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4 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13766576
4 Douglas Crescent Toronto M4W 2E7
$5,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13766576
- Bedrooms:
- 5
- Bathrooms:
- 5
You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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305 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13762770
305 Glen Road Toronto M4W 2X4 OPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$3,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13762770
- Bedrooms:
- 6
- Bathrooms:
- 5
A truly luxurious & impeccably crafted detached residence by renowned architect RICHARD WENGLE, gracefully situated within the prestigious enclave of Rosedale. Just 5 yrs new, this exceptional 5+1 bed, 5 bath home blends timeless elegance w/ sophisticated modern design. Complete w/ the rare advantage of an ATTACHED GARAGE & PRIVATE DRIVEWAY, the residence offers an extraordinary lifestyle in one of Toronto's most coveted neighbourhoods. Thoughtfully curated interiors by THEODORE DESIGNS showcase exceptional craftsmanship & detail, featuring a stunning SCAVOLINI kitchen, spa-inspired baths, Spanish oak hardwood flooring, Italian marble surfaces, walnut millwork & statement lighting by Cangini & Tucci. A premium appliance pkg by Sub-Zero, Wolf & Bosch enhances both form & function, skylights & dramatic floor-to-ceiling windows flood the home w/ natural light. Designed for entertaining & refined family living, the home offers 5 generously sized bdrms, incl. 1 currently configured as a sophisticated home office w/ custom built-ins. The serene primary retreat evokes the ambiance of a 5-star hotel, complete w/ a walk-out terraces, expansive walk-in closets & a lavish spa-inspired bathroom. The fully walk-out lower lvl w/ high ceilings extends the living space w/ exceptional versatility, featuring a striking glass-enclosed wine wall, nanny/guest suite or exercise rm & mudrm w/ direct access to the garage. This lower level seamlessly connects to a professionally landscaped backyard oasis, creating an exceptional indoor-outdoor lifestyle. Timeless Indiana limestone, the home's exterior exudes enduring elegance & architectural presence. Perfectly positioned moments from Chorley Park, Evergreen Brick Works & Summerhill Market, and close to Toronto's most esteemed schools, incl. Whitney Public School, Our Lady of Perpetual Help Catholic School & Branksome Hall, this is a rare offering in one of the city's most prestigious residential communities. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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127 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13761276
127 Roxborough Drive Toronto M4W 1X5
$6,480,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13761276
- 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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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3 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13755248
3 Castle Frank Road Toronto M4W 2Z3
$2,789,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13755248
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 3 Castle Frank Road. Tucked into one of Ontario's most distinguished residential enclaves in South Rosedale. This thoughtfully designed two-storey semi-detached home offers an exceptional blend of sophistication, comfort, and serenity. With approximately 2,400 square feet of living space, the residence has been custom designed with high quality finishes and refined details throughout. The primary bedroom features a beautifully appointed five-piece ensuite with a soaker tub and heated flooring. Two additional second-floor bedrooms, with one bedroom currently outfitted as a den, complete with custom built-ins and a gas fireplace that offers a quiet retreat. The main floor is warm, elegant, and highly livable. A gracious dining room with a built-in hutch sets the stage for intimate dinners and larger gatherings, while the inviting living room, anchored by a gas fireplace, sits just off the kitchen and provides an effortless place to unwind. The kitchen is both beautiful and highly functional, featuring ultra high-end appliances, a breakfast bar that comfortably seats four, pristine granite countertops, and floor-to-ceiling custom cabinetry. Step outside to a professionally designed backyard that feels private, calm, and peaceful. The perennial garden, stone patio, sun deck, beautiful awning, gas BBQ, and custom architectural lighting create a setting that is equally suited to quiet mornings, relaxed afternoons, and memorable evenings outdoors. A single-car garage with entrance into the home is complemented by a conveniently located two-piece washroom nearby. The lower level extends the home's sense of comfort and utility with heated porcelain flooring, a recreation room with custom built-in stone shelving and a gas fireplace, a guest bedroom and bathroom, and a separate laundry room with shelving and storage room. Hardwood flooring, pot lights, and surround sound throughout further enhance the home's polished yet welcoming character. More detailsListed by RE/MAX WEST REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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43 Maple Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13753998
43 Maple Avenue Toronto M4W 2T9
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13753998
- Bedrooms:
- 6
- Bathrooms:
- 5
Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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150 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13752774
150 Douglas Drive Toronto M4W 2B7
$5,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13752774
- Bedrooms:
- 7
- Bathrooms:
- 5
A rare blend of heritage charm and modern sophistication, 150 Douglas Drive is a bespoke residence that perfectly captures the essence of Rosedale living; refined, timeless, and deeply connected to nature. Meticulously redesigned by renowned architect Johnson Chou, this home exudes warmth and intention. Interiors are elevated by sculpted ceilings with ambient lighting, in-floor radiant heating, and fully integrated Control4 smart home technology, including fully automated lighting and irrigation systems. Built-in sound spans most of the home and outdoors, complemented by a home theatre system in the family room. The living room is anchored by a striking quartzite fireplace, while the elegant dining room stuns with a custom wine feature. The Poliform kitchen is a dream for the home chef, complete with a large island, premium appliances and a sunlit breakfast area overlooking the backyard oasis. The adjacent family room offers a relaxed and inviting space to unwind. Outside, a resort-style backyard awaits with a heated Bonavista pool, waterfall feature, and expansive composite deck. A cabana, pergola with built-in television, fire table, and curated lighting create a private outdoor retreat. Upstairs, the primary suite offers vaulted ceilings, dual walk-in closets, and a spa-inspired ensuite. Two additional bedrooms and a stylish family bath complete the second floor. The third floor features a large bedroom and a flexible second room that can serve as either a den or an additional bedroom, along with a full bathroom.The lower level offers excellent ceiling height, a separate entrance, recreation room, office, bedroom, full bath, and bright laundry with pet shower. Additional features include heated front pad and walkways, and a wide mutual drive with backyard access. Beautifully situated on a prime stretch of Douglas Drive, just steps from Chorley Park, ravine trails, and Summerhill shops. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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23 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13641828
23 South Drive Toronto M4W 1R2
$9,890,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13641828
- Bedrooms:
- 5
- Bathrooms:
- 5
Architecturally Significant South Rosedale Estate Set On Extremely Rare Deep 292' Ravine Lot Featuring An Open Concept, Dramatic Two-Storey Atrium With Floor-to-Ceiling Greenhouse Windows And Stunning Park-Like Vistas. Originally The Residence Of Toronto Architect Edmund Burke And Is Attributed To The Esteemed Firm Of Burke & Horwood. Unmatched Elegance And Exceptional Privacy In The Most Tranquil Setting. Over 5,542 Sq. Ft. Of Refined Living Space Fully Renovated To The Studs With The Highest Degree Of Luxury Appointments. Carefully Restored Brickwork And Exterior Details Complement The Home's Historical Character. With Sun-Drenched Interiors Throughout, Expertly Designed To Preserve The Estate's Classic Heritage Charm Amid Its Modernization. Hardwood Floors, Refined Finishes, And Custom Lighting Across All 3-Storeys Plus The Incredible Lower Level With Its Remarkable Cathedral Ceilings. The Main Floor Features Elegantly Appointed Living And Dining Rooms, And Stunning Gourmet Kitchen Overlooking The Grand Atrium. The 2nd Floor Features A Luxurious Primary Retreat With Lavish 7-Pc Ensuite And His & Hers Walk-In Closets, Two Bedrooms, Plus A Staircase Leading To Two Additional Bedrooms On The Third Floor. Additional Living Spaces Include A Media Room With Wood-Burning Fireplace, Office, And Breakfast Area On The Lower Level Featuring Grade-Level Walkout To The Immaculately Landscaped Rear Gardens. An Expansive Stone Patio Surrounded By Mature Trees And Lush Greenery. Conveniently Located Just Minutes From Yonge St, Upscale Shops, Intimate Dining, Top-Rated Public And Private Schools. This Property Is Truly A Rare Opportunity To Capture Serenity In The Heart Of The City! More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC. and RE/MAX REALTRON REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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83 Binscarth Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13640040
83 Binscarth Road Toronto M4W 1Y3
$11,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13640040
- Bedrooms:
- 7
- Bathrooms:
- 5
This Is One Of Rosedale's Prettiest Renovated "Cape Cods" On North Rosedale's Best Street Amongst Estate Homes. The Interior Is Flooded With An Abundance Of Natural Light & Tall 10' Ceilings On The Main Floor. It Has Excellent Flow For Family & Entertaining. The Rooms Are All An Excellent Size. The Family Room Is Combined With The Open Gourmet Kitchen with a Bistro Style Eat-in Banquet. The Master Is So Romantic With Double Doors To A Treetop South Deck, Ensuite & Walk-In Closets. There Are Another 5 Bedrooms. This Is One Of The Coolest Houses To Come To The Market. The Views To The North Are Park-Like And To The South A Verdant Treed Oasis. In Addition The Garage Has Been Created Into An Enchanting Pavilion For Fun And Play. Beautifully Newer Pool & Spa and Gardens designed by Mark Hartley. Located On A Cul-De-Sac For Road Hockey And Hoops. A Gem! Its a truly a versatile house, for a large family or for a couple seeking tranquility in a Country like private setting and low traffic. A great opportunity. This home lends itself to casual and refined & sophisticated entertaining both inside and outside. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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4 Jean Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13588016
4 Jean Street Toronto M4W 3A7
$1,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13588016
- Bedrooms:
- 4
- Bathrooms:
- 2
On a tucked-away Rosedale street shared by just a dozen homes, this Arts and Crafts-inspired brick residence offers character, substantial interior space, a deep lot, and several compelling possibilities for its next chapter. With no through traffic, the setting feels notably private. Buyers may choose to renovate the existing home, rework and expand its footprint, or explore the creation of a new custom home, subject to the necessary approvals. Nearly 1,800 square feet above grade, together with approximately 850 square feet in the partially unfinished basement, provides substantial interior space for your plans. The house features four bedrooms, generous principal rooms, 9-ft ceilings on the main floor, a fireplace, a renovated kitchen, and original details that provide a foundation for thoughtful restoration or redesign. A walkout from the kitchen opens to a rear deck and a deep yard, creating generous outdoor space for everyday enjoyment and whatever you envision next. A mutual drive forms part of the existing access and may offer additional possibilities, subject to appropriate due diligence. Permit parking is readily available on the street. Enjoy abundant green space, with Chorley Park, ravine trails, and Evergreen Brick Works nearby. Walk to Summerhill Market and local shops, drive downtown in 8 minutes, or catch the TTC at the corner. Families are also well served by leading public and private schools, including Whitney Junior PS, Branksome Hall and UCC. The value of this property lies in its fundamentals: a well-proportioned brick house, a deep lot, a peaceful residential setting, and the flexibility to pursue your long-term vision - whether that means restoring, reimagining, or rebuilding. For an end user, renovator, builder, or investor, it represents a compelling long-term opportunity in one of Toronto's most established and prestigious neighbourhoods. Property sold "As is/Where is". More detailsListed by RIGHT AT HOME REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13551714
337 Glen Road Toronto M4W 2X4
$1,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13551714
- Bedrooms:
- 3
- Bathrooms:
- 2
Best Priced Home In Rosedale! Fully Upgraded Luxury Home in the Highly Sought-After Rosedale-Moore Park Community. Originally a 3-Bedroom Semi-Detached, This Home Has Been Converted to 2 Spacious Bedrooms. This Exceptional Residence Features a Brand-New Custom Kitchen With Butcher Block Countertops, Designer Backsplash, Ceramic Tile Flooring, Premium Stainless Steel Appliances, and a Walkout to a Private Deck Perfect for Relaxing or Entertaining. The Renovated Bathrooms Offer Stylish Subway Tile Surrounds and Elegant Ceramic Flooring, While Hardwood Floors, Pot Lights, and Fresh Neutral Paint Create a Bright, Modern Atmosphere Throughout the Home. The Open-Concept Living and Dining Area Is Thoughtfully Designed for Comfortable Everyday Living and Effortless Entertaining. The Entire Third Floor Is Dedicated to a Private Primary Retreat Featuring a Spa-Inspired Ensuite and an Expansive Mirrored Closet. The Fully Finished Basement Offers a Spacious Recreation Room, Additional Space Ideal for a Bedroom, Home Office, or Gym, and a Separate Entrance for Added Flexibility. A Brand-New High-Efficiency Furnace and a Brand-New A/C Unit Has Just Been Installed. Step Outside to a Tranquil, Fully Fenced Backyard Oasis Surrounded by Mature Trees, Offering Exceptional Privacy and a Peaceful, Zen-Like Setting Perfect for Outdoor Living and Entertaining. Ideally Located Just Steps From Chorley Park, Scenic Ravine Trails, Evergreen Brick Works, Top-Rated Schools, Upscale Grocers, Boutique Shops, Cafés, and Convenient TTC Access, This Home Offers the Perfect Blend of Luxury, Nature, and Urban Convenience in One of Toronto's Most Prestigious Neighbourhoods. ***Please Note: The Listing Photos Have Been Enhanced With AI To Show Potential Décor And Layout Ideas. The Property's Structure Is Accurately Shown, But The Interiors Are Virtually Staged. This Is To Help Envision Possibilities, Not To Reflect Actual Furnishings*** More detailsListed by INTERNATIONAL REALTY FIRM, INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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63 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13542212
63 Highland Avenue Toronto M4W 2A2
$5,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13542212
- Bedrooms:
- 7
- Bathrooms:
- 5
Timeless Rosedale Elegance. This masterfully restored 7-bedroom, 5-bath Arts & Crafts home combines charm and modern comfort. Striking street presence and exquisite period details throughout create a warm, sophisticated atmosphere. Grand principal rooms offer ample space for entertaining and day-to-day family living, with abundant natural light . The primary suite features a south-facing terrace, perfect for morning coffee or relaxing evenings, a spacious change room, and ensuite bath, creating a private retreat.. A large deck off the family room provides the ideal setting for family gatherings and outdoor entertaining. The home also includes a 2-car garage and private drive with additional parking. Located just steps from Summerhill Market, Rosedale Park, and scenic trails, this exceptional property offers the ultimate blend of privacy, luxury, and convenience in one of Toronto's most coveted neighborhoods.. Excellent Location, Short Stroll To Summer Hill Market And Steps To Rosedale Park, Tons Of Family Fun Including, Tennis, Soccer, Ice Skating, Playground W Splash Pad Are Literally At Your Door Step. More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated September 12, 2026 at 12:15 AM (UTC)
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