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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30 Whitney Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12865984
30 Whitney Avenue Toronto M4W 2A8 
$16,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12865984
- Bedrooms:
- 7
- Bathrooms:
- 9
Located In The Heart Of Rosedale, One Of Toronto's Most Prestigious And Historic Neighbourhoods. This Extraordinary Estate Blends Timeless Architecture With Refined Contemporary Design. Set On Over 108 Feet Of Magnificent Frontage. Approximately 8,881 Square Feet Of Luxurious Living Space Plus A Spectacular Amenity-Filled Lower Level. A Breathtaking 2017 Renovation Elevated The Home To The Highest Standards Of Craftsmanship And Design. Grand Principal Rooms, Soaring Ceilings, And A Dramatic Sweeping Staircase Create An Unforgettable First Impression. Heated Stone Floors Throughout Provide Exceptional Year-Round Comfort. At The Heart Of The Home Is A Stunning Chef's Kitchen Appointed With Top-Tier Appliances And Designed To Seamlessly Connect Indoor And Outdoor Living Spaces. Each Bedroom Features Its Own Private Ensuite. The Luxurious Primary Retreat Offers A Magnificent Six-Piece Marble Ensuite, An Elegant Boudoir, And Its Own Dedicated Laundry. The Third Level Adds Two Additional Ensuite Bedrooms, A Private Kitchenette, And A Comfortable Sitting Area-Perfect For Guests Or Extended Family. The Exceptional Lower Level Rivals The Finest Private Clubs, Featuring An Oversized Wine Cellar, Games And Media Rooms, Private Guest Quarters, And A Full Spa Retreat Complete With Exercise Room, Indoor Swim Spa, And Steam Shower. The Beautifully Landscaped Grounds Provide Remarkable Privacy And Tranquility In The Heart Of The City. Outdoor Living Is Elevated With A Stunning Concrete Pool And Integrated Hot Tub, A Fully Equipped Outdoor Kitchen, And Multiple Seating Areas Ideal For Entertaining Or Quiet Relaxation. Rare Three-Car Heated Garage With EV Charger. Moments From Yorkville, The Downtown Core, Transit, And Some Of Toronto's Top-Ranked Public And Private Schools, This Remarkable Residence Represents A Rare Opportunity To Own A Landmark Home In One Of The City's Most Coveted Enclaves. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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111 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12863866
111 Roxborough Drive Toronto M4W 1X5
$4,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12863866
- Bedrooms:
- 5
- Bathrooms:
- 4
A rare opportunity to enter coveted North Rosedale at an exceptional price point. Set on one of the neighbourhood's most admired streets, this fully reimagined five-bedroom, four-bath detached home blends timeless architecture with thoughtful modern upgrades.Recent improvements include a new roof, restored red brick exterior, custom south-facing windows, full exterior waterproofing, fresh landscaping, and elegant herringbone hardwood flooring throughout the main level.The main floor offers a bright, flowing layout ideal for both everyday living and entertaining. A well-appointed chef's kitchen anchors the space, opening to generous living and dining areas filled with natural light.The upper levels provide excellent flexibility for family living or work-from-home space. The private third-floor primary suite offers a peaceful retreat with a spa-inspired ensuite and dedicated climate control, while the second level features three spacious bedrooms.A sun-filled south-facing backyard creates a quiet outdoor setting, complemented by a detached garage accessed via a mutual drive.Located within walking distance to Whitney Public School, Branksome Hall, Rosedale Heights School of the Arts, Chorley Park, Summerhill Market, and Yonge Street amenities, with convenient access to the DVP and downtown.*Seller financing available for qualified buyers.* An exceptional opportunity to secure a beautifully updated home and an accessible entry point into one of Toronto's most prestigious neighbourhoods. More detailsListed by R.J.L. REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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74 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12847618
74 Dale Avenue Toronto M4W 1K9
$2,988,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12847618
- Bedrooms:
- 6
- Bathrooms:
- 5
Absolutely Stunning Rare South Rosedale 5+1 Bed 4.5 Bath Fully Freehold Detached Home With Garage & With Permit for Secondary Unit Applied with City for Already Finished 1 Bedroom + 1 Bathroom Basement + Rec Room + Separate Laundry Suite With Separate Entrance, for Less than Half the Price of Condo Townhomes on the Street In Canada's Most Coveted Neighborhood With Proximity To Top-Ranked Schools; Elementary School*Rosedale Public*, High School *Northern Secondary*, Private Schools *Branksome Hall, Upper Canada College & The York School*, Recently Spent More Than $150K On Reno, Newer Hardwood Floor Throughout, 4 Newer Washrooms, Newer Roof, Brand New Dig Out Basement Concrete And Weeping, And Much More! 100 Meters To Castlefrank Subway Station! Excellent Location, Mins To DVP/Bloor/Gardiner, Yonge/Bloor, Danforth Food/Entertainment & Yorkville Shopping Districts. Close To UofT, Hospitals, Museums, Business & Entertainment Centres. More detailsListed by MINMAXX 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®# C12841572
39 Standish Avenue Toronto M4W 3B2
$2,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12841572
- Bedrooms:
- 5
- Bathrooms:
- 4
INCREDIBLE INVESTOR OPPORTUNITY - OWN IN ROSEDALE - ALL UNITS HAVE BEEN RENTED OUT to AAA tenants. GENERATING $114,840 IN GROSS ANNUAL INCOME. 5% ROI. A captivating, turnkey, newly renovated multi-unit property nestled in prestigious Rosedale, just steps from Chorley Park. Potential to build a garden suite above the existing shed. Offering just under 3,200 sq. ft. of living space, this exceptional home provides an outstanding opportunity for savvy investors in one of Toronto's most desirable neighbourhoods. Currently configured as three self-contained units (one per floor), the main-floor "Owner's Suite" features 2 bedrooms and 2 bathrooms; the second-floor suite offers 2 bedrooms, 2 offices, and a 4-piece bathroom; and the lower-level bachelor includes its own 4-piece bath. Major renovations to the main floor were completed in 2020, including new A/C, windows, flooring, deck, appliances, landscaping, kitchen, alarm system, security cameras, shed, and bathrooms. The second floor was renovated in 2025 with new countertops, new kitchen flooring, fresh paint, and bathroom updates. Situated on a beautiful, family-friendly street within the catchment for Whitney Public School, Our Lady of Perpetual Help Catholic School, and Branksome Hall, and close to the scenic trails of Evergreen Brick Works and Chorley Park. POTENTIAL IS ENDLESS. 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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337 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12835144
337 Glen Road Toronto M4W 2X4 OPEN HOUSE: Mar 14, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 14, 2026 2:00PM - 4:00PMOPEN HOUSE: Mar 15, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, March 15, 2026 2:00PM - 4:00PM
$1,699,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12835144
- Bedrooms:
- 3
- Bathrooms:
- 2
Sold under Power of Sale. Property sold "as is, where is." Move-in ready. Fully upgraded luxury home in the highly sought-after Rosedale-Moore Park community. This exceptional residence features a brand-new custom kitchen with butcher block countertops, designer backsplash, ceramic tile flooring, and premium stainless steel appliances, with a walkout to a private deck perfect for relaxing or entertaining. Renovated bathrooms showcase subway tile surrounds and elegant ceramic floors, while hardwood flooring and pot lights flow seamlessly throughout. Freshly painted and thoughtfully designed, the bright open-concept living and dining area offers effortless modern living. A premier full-floor primary retreat occupies its own private level, complete with a spa-inspired ensuite and expansive mirrored closet. The fully finished basement includes a spacious recreation area, and additional space for a bedroom or office, a separate entrance for added flexibility. Brand New High Efficient Furnace Just Got Installed. Step outside to a tranquil, fully fenced backyard oasis surrounded by mature trees, offering exceptional privacy and a serene, zen-like setting ideal for entertaining. Enjoy the best of urban living just steps from Chorley Park, scenic ravine trails, Evergreen Brick Works, top-rated schools, upscale grocers, and convenient TTC access - combining timeless elegance with a vibrant, walkable community that defines sophisticated Rosedale living. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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35 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12822464
35 Castle Frank Road Toronto M4W 2Z5
$3,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12822464
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 35 Castle Frank Road - a fully renovated and smart 5-bedroom, 5-bathroom residence in the heart of Rosedale. Reimagined from top to bottom and completed in 2020, this exceptional home seamlessly blends timeless architecture with refined, modern finishes - offering turnkey luxury in one of Toronto's most prestigious neighbourhoods. Thoughtfully redesigned for today's lifestyle, the home features expansive principal rooms, elegant detailing, and a functional open-concept flow ideal for both everyday living and entertaining. The chef-inspired kitchen anchors the main level with premium appliances, custom cabinetry, and generous workspace, opening effortlessly to an inviting family space and outdoor living. Upstairs, five well-proportioned bedrooms provide flexibility for growing families, guests, or home office needs. The serene primary retreat offers a spa-like ensuite and ample closet space, creating a true sanctuary. Each of the five bathrooms has been beautifully appointed with high-end fixtures and contemporary finishes. Situated just steps from ravine trails and within walking distance to Castle Frank Subway Station, this coveted address delivers the perfect balance of natural beauty and urban convenience. Close to top-tier schools, parks, and downtown access. 35 Castle Frank Road presents a rare opportunity to enjoy fully updated living in historic Rosedale. 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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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- 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®# C12811676
6 Jean Street Toronto M4W 3A7
$2,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12811676
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 6 Jean Street, a beautifully renovated family home offering 4 bedrooms and 2 bathrooms in one of Toronto's most desirable neighbourhoods. Fully gutted to the bricks in 2013/14, this residence was thoughtfully rebuilt with new electrical, mechanicals, flooring, furnace, appliances, and a complete interior redesign blending character with modern convenience. The home is walking distance from two of the highest-rated public and Catholic schools in the province (Whitney Junior Public School and Our Lady of Perpetual Help). Excellent private school options such as Branksome Hall are also nearby, making this location ideal for families seeking premier education. Outdoor enthusiasts will love the short stroll to Rosedale Park, Chorley Park, and Evergreen Brickworks. A TTC bus stop at the end of the street connects directly to Rosedale Station, offering quick access downtown. Inside features include heated bathroom floors, a Stûv wood-burning fireplace by Classic Fireplace, and custom blinds (2018) on the bay window and bedrooms. Speaker wire and Ethernet run throughout the home for seamless connectivity. The basement was finished in 2023 including a sump pump and heater, while the upstairs laundry received new updates this past spring. A ductless AC unit serves the third floor, ensuring comfort year-round. Exterior upgrades include full waterproofing, landscaping (2014), front deck (Trex), rear deck, and shed. The roof was redone in 2024 with new sheeting, shingles, and a flat section at the rear. Parking is stress-free with city permits, and the dead end street itself is welcoming, safe, and family-friendly, with easy parking for guests. Just minutes from Summerhill Market, local shops, a pharmacy and café, this cherished home offers the perfect blend of community charm and urban convenience. More detailsListed by UNION REALTY BROKERAGE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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80 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12810510
80 Douglas Drive Toronto M4W 2B4 OPEN HOUSE: Mar 14, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 14, 2026 2:00PM - 4:00PMOPEN HOUSE: Mar 15, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, March 15, 2026 2:00PM - 4:00PM
$5,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12810510
- Bedrooms:
- 5
- Bathrooms:
- 5
Experience a distinguished offering in the heart of Toronto's prestigious North Rosedale enclave. Defined by its elegant façade and prominent roofline, this residence blends enduring architectural character with thoughtful modern enhancements, creating a warm and refined living environment. Encompassing approximately 3,648 sq ft above grade plus an additional 1,525 sq ft on the lower level, the home is positioned on a picturesque, tree-lined street within close proximity to highly regarded schools including Branksome Hall, Whitney, and OLPH. Respectfully updated to honour its 1920s heritage, the main level presents expansive principal rooms ideal for entertaining, a sun-filled family room overlooking the beautifully landscaped 46.67 x 140 ft lot, and an updated kitchen with a welcoming breakfast area. The upper level features a serene primary retreat with a spa-inspired ensuite and generous storage, along with a stunning home office framed by oversized windows. A fully finished lower level provides versatile space for recreation, play, and a wine cellar, while the private backyard offers a tranquil urban oasis for relaxed summer evenings. **Some Virtually staged images are provided for illustrative purposes only. Furniture, décor, and finishes shown may not reflect the property's current condition.** More detailsListed by FIRST CLASS REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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please create a free account -
12 Highland Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12776932
12 Highland Crescent Toronto M4W 2S7 OPEN HOUSE: Mar 14, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 14, 2026 2:00PM - 4:00PM
$5,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12776932
- Bedrooms:
- 6
- Bathrooms:
- 5
Nestled in the heart of North Rosedale, this exquisitely renovated 6-bedroom residence offers a sophisticated "Scandi-chic" sanctuary where family life truly thrives. South Park Design Build has masterfully reimagined every inch of the home, from the expansive lower level to the panoramic third floor, seamlessly blending the timeless cut stone and brick exterior with a ultra-crisp, contemporary interior. The centre-hall layout features large windows that bathe the home in natural light and frame serene views of the city's lush greenspace. With no direct rear neighbours, the property enjoys exceptional privacy, allowing the majestic summer greenery to serve as a living backdrop to the daily routine. The heart of the home is the open concept gourmet eat-in kitchen and dining area that overlooks an inviting family room (w/ gas fireplace). Offset by a formal living room (with wood fireplace) designed for elegant gatherings. Practicality meets luxury with a side-entry mudroom boasting ample storage and a convenient powder room. Across 4,234 square feet of above-grade living space-plus an additional 1,113 square feet in the finished lower level-there is an effortless flow for both quiet relaxation and grand-scale entertaining. The primary suite and the third-floor home office are particularly striking, offering breathtaking, bird's-eye views of the ravine through expansive picture windows. Every detail has been considered for modern convenience, including five well-appointed bathrooms, a dedicated second-floor laundry room, and a finished lower-level complete with a workout zone and additional storage. Outside, a long private drive leads to a double car garage and a low-maintenance backyard with a spacious patio ideal for peaceful outdoor living. Perfectly positioned within the sought after Whitney and OLPH school districts, this home also places you within walking distance of Rosedale Park, scenic ravine trails, and the boutique offerings of Summerhill Market. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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78 Dale Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12771608
78 Dale Avenue Toronto M4W 1K9
$3,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12771608
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to this Grand South Rosedale detached home with nearly 4000 total sq ft - the perfect marriage of historic charm & contemporary sophistication. The homes elegant facade & lush, manicured grounds set the tone. Step inside to be greeted by a graceful interior where soaring ceilings, architectural details, craftsmanship & character abound, from crown molding, leaded glass windows, exquisite hardware to custom millwork & coffered ceilings. The elegant principal rooms are expansive & beautifully proportioned, ideal for both grand entertaining with an open concept kitchen, family room, powder room & intimate evenings by the fire. Sunlight pours in through large windows, casting a soft glow. The primary suite features a private balcony overlooking a beautiful, manicured garden, a walk-in closet, a double closet & a beautifully renovated 5-pc ensuite bathroom + a separate whirlpool tub & a custom glass shower. Enjoy the practicality of 2 laundry areas. Additional bedrooms are generously sized, each with their own unique charm. The fully finished basement, with 2 entrances, offers even more versatile space that could be converted to an in-law or nanny suite with rare 7 ft+ ceilings, a sauna, large storage room & radiant floors in the rec room, laundry room/craft room & bathroom. Upgrades incl central AC & Heat, updated wiring, roof, a dug-out basement & thoughtful modern touches throughout. Parking is accessed via a right-of-way, secured with an automated gate. Winter is no problem with heated front steps, porch, & front pad. Step into a secluded, serene courtyard garden, professionally landscaped, offering a peaceful escape in the heart of the city with stunning perennials, alongside a tranquil water feature, deck & patio. It's low-maintenance urban living at its best. With easy access to Bloor street, the Danforth, ravine trails, the city's top schools & nearby boutiques & cafes, this home is an impeccable offering in Toronto's most iconic neighbourhood. 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 March 14, 2026 at 06:15 AM (UTC)
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