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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155 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13593480
155 South Drive Toronto M4W 1S3 
$8,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13593480
- Bedrooms:
- 5
- Bathrooms:
- 7
Welcome to 155 South Drive, a landmark residence on one of Rosedale's most prestigious crescents, overlooking the gated Craigleigh Gardens & steps to the renowned Branksome Hall. Gracefully positioned on a spectacular south- and west-facing lot, this timeless estate offers nearly 8,000 sq. ft. across four impeccably designed levels, where classic architecture meets modern luxury. Designed for elegant entertaining & exceptional family living, the home features soaring 10-foot ceilings, an elevator servicing every floor, exquisite custom millwork, oversized principal rooms, 3 fireplaces, and walls of windows that fill the home with natural light. The main level showcases formal living and dining rooms, a richly panelled library, inviting family room w/custom built-ins, & a chef's kitchen with centre island, generous breakfast area, & French doors opening to beautifully landscaped gardens. The second floor is anchored by an extraordinary primary retreat with sitting room, gas fireplace, dual walk-in closets, dressing room, & a spa-inspired ensuite. Two additional oversized bedrooms each feature their own ensuite. The sun-filled third level offers a fourth bedroom, sitting room, and an exceptional wraparound sky terrace with sweeping treetop & skyline views. The walk-out lower level includes a spacious recreation/media room, fitness studio or fifth bedroom with ensuite, steam room, mudroom & direct access to a rare underground 3-car garage-an extraordinary offering in Rosedale. Professionally landscaped for complete privacy, the gardens feature expansive stone terraces, mature cedar hedging, and remote-controlled awnings, creating an idyllic outdoor retreat. Surrounded by ravine trails, premier parks & some of Toronto's finest estates, yet minutes to Yorkville, downtown, top-ranked schools & the TTC, 155 South Drive offers an unmatched combination of location, scale, elegance, and convenience. A truly rare opportunity to own one of Rosedale's most distinguished homes. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- 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
$1,495,000Residential 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, 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
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52 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13537364
52 Roxborough Drive Toronto M4W 1X1
$5,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13537364
- Bedrooms:
- 4
- Bathrooms:
- 5
Set on one of North Rosedale's most established, tree-lined streets, this home is fully finished, meticulously redesigned, and nearly impossible to replicate within a heritage-protected neighbourhood where complete transformations of this calibre are exceptionally rare. With its 128-foot frontage, the property commands an impressive street presence and an estate-like sense of scale. Natural light floods the main level, where the principal rooms overlook a tranquil, green backdrop. The open-concept kitchen and family area connect seamlessly to a private, ravine-like outdoor retreat, perfect for families who travel often or value low-maintenance living. Chefs kitchen with Sub-Zero refrigeration, a Wolf six-burner gas range and microwave drawer, Miele integrated dishwasher, and quartz waterfall countertops anchored by a double-sided porcelain fireplace. Upstairs, four spacious bedrooms offer privacy and flexibility. The primary suite is tucked away, featuring a generous walk-in closet and a spa-inspired en-suite. A secondary suite with its own balcony provides comfort for guests or extended family, while two additional bedrooms share a well-appointed Jack-and-Jill bath. Designer lighting from Union Lighting and wide-plank engineered hardwood flooring add warmth and refinement throughout. The bright, above-grade lower level extends everyday living with a spacious laundry room featuring Electrolux appliances, direct garage access, and a versatile open layout ideal for a home gym, media lounge, or office. Heated driveway and radiant in-floor heating to the NTI high-efficiency boiler, Siemens safety system, and front and rear irrigation for effortless upkeep. A short walk to Chorley Park, Summerhill Market, and the Evergreen Brick Works, and within close proximity to Toronto's top public and private schools, this is a rare turnkey residence that blends Rosedale charm with uncompromising modern luxury. More detailsListed by FOREST HILL REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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6 Jean Street in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13536990
6 Jean Street Toronto M4W 3A7
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13536990
- Bedrooms:
- 4
- Bathrooms:
- 2
Imagine coming home every day to your dream house in coveted North Rosedale. Reimagined for modern living & ideally priced at an entry level to one of Toronto's most prestigious neighbourhoods, this detached, fully renovated home offers unbeatable quality and value. Quietly tucked on a dead-end street, 6 Jean St. offers the rare combination of thoughtful design, turnkey condition, & an unbeatable lifestyle w/ amazing neighbours and community that is enduring & welcoming. Taken down to the studs & completely rebuilt in 2014 by Bravehart Building, this home blends timeless character with a clean, contemporary edge. Inside, the main floor is bright, open, & designed for how people live today. A large living rm with bay windows, a Stuv wood-burning fireplace, & custom built-ins flows effortlessly into an oversized dining area & a sleek, fully equipped kitchen w/ Caesarstone counters, marble backsplash, & a full suite of built-in KitchenAid appliances, incl: a gas cooktop & wine fridge. Luxury Pella doors open to a private backyard w/ a cedar deck-perfect for summer nights & easy entertaining. Upstairs has three generously sized bedrooms, including a primary suite w/ custom closets & a spa-inspired ensuite w/heated floors. A versatile third-floor loft creates the ideal fourth bedrm, home office, or creative space. The lower level, renovated in 2022, is bright w/ amazing play space for kids, featuring above-grade windows & flexible options for the entire area! The location truly sets this home apart. Walk to Rosedale & Chorley Park in minutes & down to the Evergreen Brick Works for the farmers market each week or simply stroll to Summerhill Market & all the shops in the stretch. Steps to the city's best public schools of Whitney P.S. or O.L.P.H or minutes to Branksome Hall or the TTC w/ easy access to York, U.C.C, R.S.G.C and more, this turnkey, design-forward home is an incredibly smart entry into Rosedale - truly the perfect move! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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7 Beaumont Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13530842
7 Beaumont Road Toronto M4W 1V4
$7,200,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13530842
- Bedrooms:
- 6
- Bathrooms:
- 5
Rare opportunity to restore a distinguished historic Rosedale residence to its original architectural integrity & create a bespoke home of exceptional grace & distinction, ideally positioned on one of Rosedale's most admired & private streets. Set on a wooded ravine-adjacent property surrounded by mature trees & prestigious estate homes, this residence offers a tranquil & picturesque setting that seamlessly blends privacy, prestige, & enduring connection to nature. The natural ravine backdrop provides year-round beauty & sense of retreat rarely found so close to the city's core. Classic proportions & refined period details define the home, including original hardwood floors, soaring ceilings, hand-carved mantlepieces, elaborate plaster crown mouldings, & a richly paneled library that reflects timeless craftsmanship. Grand principal rooms & elegant floor plan create exceptional flow & present rare canvas for thoughtful restoration & modern luxury. Location is equally compelling. Chorley Park & Craigleigh Gardens offer scenic hiking, jogging, & cycling trails that lead directly to the Evergreen Brick Works & connect to the extensive Don Valley park system. Nearby Rosedale Park & Ramsden Park provide tennis courts, skating rinks, & wading pools, while Mooredale House is a popular community centre. Summerhill Market, & fine shopping, dining, & upscale boutiques are found along the vibrant Yonge Street corridor. Public transit is readily available Motorists enjoy quick access to the Don Valley & downtown financial district. Some of Toronto's finest public & private schools are within walking distance or easily accessible by transit. Celebrated as one of the city's most prestigious neighbourhoods, Rosedale is renowned for its preserved architectural heritage, natural beauty, & exceptional quality of life. 7 Beaumont Road awaits the discerning buyer with vision-one who values history, artistry, and the enduring beauty of classical architecture. Photos virtually staged. 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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400 Summerhill Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13529070
400 Summerhill Avenue Toronto M4W 2E4
$1,967,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13529070
- Bedrooms:
- 6
- Bathrooms:
- 5
Rarely offered Rosedale-Moore Park investment opportunity! This exceptional freehold commercial-residential property offers outstanding flexibility for end users, investors in one of Toronto's most desirable, walkable neighborhoods. The building comprises four updated units: one street-level commercial space (currently occupied by a busy veterinary clinic with excellent street exposure) and three residential suites above/below, offering varied layouts that support strong rental demand and stable tenancy. Separately metered for added efficiency and long-term flexibility. Ideal for an investor seeking reliable income, or a buyer looking to live in one unit while generating meaningful cash flow from the others. Parking for 3+ cars is a rare bonus in the area. Steps to Summerhill Market, parks, top schools, shops, TTC, and Bike Share-an iconic community that truly feels like an oasis in the city. Shows to perfection. More detailsListed by HOMELIFE/VISION REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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39 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13527750
39 Standish Avenue Toronto M4W 3B2
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13527750
- Bedrooms:
- 6
- Bathrooms:
- 4
Rosedale addresses always speak for themselves, but this one also happens to offer exceptional versatility, income potential, and long-term upside. Nestled in coveted North Rosedale, just moments from Chorley Park, the ravine trail system, Summerhill Market, Evergreen Brick Works, prestigious public and private schools, and beautiful tree-lined streets, this detached brick residence presents a rare opportunity in one of Toronto's most sought-after neighbourhoods. Currently configured as three separate living spaces, the property offers incredible versatility. The renovated main floor suite offers two bedrooms, two bathrooms, elegant principal rooms with heated floors, a fireplace, an updated kitchen, and a walkout to a private landscaped rear garden. The second floor offers a bright and well-proportioned three bedroom suite with an additional office/sunroom space, a fireplace, an updated kitchen and bathroom, and excellent natural light throughout. Completing the property is a finished lower-level studio suite, providing an additional income stream. The backyard also features a sweet little shed- great for storage, but also think art studio or quiet retreat. Set on a lush and quiet 25 x 136 foot lot, this is a unique Rosedale offering where prestige, performance, and flexibility come together beautifully. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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30 Edgewood Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13481372
30 Edgewood Crescent Toronto M4W 3A9
$2,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13481372
- Bedrooms:
- 3
- Bathrooms:
- 4
Set on one of Rosedale's most coveted cul-de-sacs, 30 Edgewood Crescent is a turn-key residence offering timeless elegance and curb appeal. Just steps from Summerhill Market, this meticulously maintained home spans approx. 2,900 square feet across all levels. Elevated above street level for enhanced privacy, the property is framed by a striking stone driveway and pathways, with lush, professionally landscaped gardens that will appeal to any avid gardener. Inside, abundant windows flood the home with natural light, beginning with a beautiful stained-glass window alcove at the entry. The elegant living room features classic crown moulding, a natural gas log fireplace with a marble surround, and French doors opening to a Juliet balcony. It flows seamlessly into the open-concept dining room, where crown moulding, a large picture window, a detailed ceiling medallion, and built-in shelving create a sophisticated entertaining space. The eat-in kitchen features a Wolf gas stove and floor-to-ceiling windows, designed for everyday family gatherings. A convenient walk-out extends the space to the deck, creating an effortless indoor-outdoor connection. The second level offers a spacious den with herringbone floors, bay windows, a second natural gas log fireplace, and a wall-to-wall built-in bookcase, forming a refined retreat. The primary bedroom features a spa-inspired 5-piece ensuite with heated floors, a skylight, custom California Closets, and access to a private terrace with glass railings and a retractable awning. The upper level includes two additional bedrooms, one with cathedral ceilings and beams, along with a 3-piece bathroom. The fully finished lower level includes a cedar room with ample storage. Extremely private backyard oasis, fully fenced with two wrought-iron gates, boasting multiple composite weatherproof decks, a pergola, and a serene ravine backdrop. The mature tree canopy and frequent wildlife sightings create natural privacy rarely found in the city. More detailsListed by RE/MAX ALL-STARS REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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104 Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13479788
104 Park Road Toronto M4W 2N7
$7,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13479788
- Bedrooms:
- 5
- Bathrooms:
- 5
Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith and Hayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living.The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment.The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence. More detailsListed by SAGE REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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24 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C13476194
24 Castle Frank Crescent Toronto M4W 3A3
$3,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13476194
- Bedrooms:
- 6
- Bathrooms:
- 5
This grand three-storey residence occupies a remarkable position within one of Toronto's most cherished residential pockets. Set on an impressive lot measuring approximately 80 feet at the front and 137 feet deep, the property presents a rare opportunity to restore a significant family home of scale and presence.Located on Castle Frank Crescent, a coveted residential enclave tucked just south of Bloor Street, where ownership tends to be measured in decades rather than years, the neighbourhood offers a strong sense of community while remaining exceptionally connected. Castle Frank subway station, Bloor St corridor, Don Valley Pky, University of Toronto, Cabbagetown, Rosedale, the Danforth and Yorkville are all within easy reach.Offering more than 4,400 square feet above grade, the home remains remarkably intact. Grand principal rooms, high ceilings, multiple fireplaces, gracious hallways, a scullery, sun-filled sleeping porch and six bedrooms speak to the quality of an earlier era. Generous proportions, abundant natural light and original architectural details create an exceptional foundation for restoration.Surrounded by mature trees and established gardens, the property enjoys a rare sense of privacy. Many original features and room configurations have been preserved, providing an opportunity to honour the home's architectural heritage while adapting it for contemporary family living.Very few homes of this scale remain available today. Whether restored to its original glory or thoughtfully updated for the next chapter, this is an opportunity to establish your own legacy within one of Toronto's most remarkable family homes More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated July 28, 2026 at 10:15 PM (UTC)
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