Heaps Estrin's Blog

Take a Virtual Tour of Rosedale

We’ve always had a soft spot for Rosedale — and we know we’re not alone. It is, of course, home to The Lobby, and the backdrop for where many of our team live, work, and play. In the spirit of collaboration (and a shared love for this iconic neighbourhood), we’ve partnered with several other midtown brokerages to showcase the very best of what Rosedale has to offer right now. From exquisite estates to timeless heritage gems, it’s all waiting to be discovered.
Don’t hesitate to reach out if something catches your eye – we’re always happy to chat.

Queen Anne Estate with a Resort-Calibre Backyard Oasis
88 Binscarth Road $7,695,000
Listed by Cailey Heaps* & Kyle Frank
Royal LePage Real Estate Services Heaps Estrin Team

Timeless elegance in this stately heritage home on one of Rosedale's most coveted streets. This remarkable 6 +1 bedroom residence spans three meticulously, fully restored levels.  Set in an unparalleled location, this elegant home is only steps from Chorley Park and the ravine systems of Rosedale. Opportunities to own on this prime stretch of Binscarth are rare, making this residence a truly exceptional blend of tradition and modernity and the quintessential Rosedale lifestyle.
Click here for more info on 88 Binscarth Road

An Elegant Rosedale Estate with a Private Indoor Pool
19 Whitney Avenue $7,395,000
Listed by Cailey Heaps* & Sally Paradine
Royal LePage Real Estate Services Heaps Estrin Team

A Refined Rosedale Retreat 19 Whitney Avenue is a timeless, meticulously maintained residence that seamlessly blends classic elegance with modern functionality in the heart of prestigious Rosedale. This grand stone estate offers over 7,300 sq. ft. of exquisitely finished space, nestled on a rare and impressive 189' deep lot.  Perfect for families or those who love to entertain, this extraordinary home offers both sophistication and substance, just minutes from downtown Toronto, in great proximity to elite private and public schools.
Click here for more info on 19 Whitney Avenue

Timeless Elegance Meets Modern Luxury in South Rosedale

68 Rowanwood Avenue $7,499,000
Listed by Eileen Lasswell*
Chestnut Park Real Estate
Exquisite south Rosedale residence located on a coveted street, in the golden triangle, just a short stroll from Yonge Street. This distinguished, designer’s own home exudes thoughtful design on every level & was reimagined by Baldwin & Franklin Architects with a substantial addition & renovation. A wide 45 ft lot with private drive, detached 2 car garage & stunning landscaping by Janet Rosenberg plus over 5000 sq ft of living space make this home perfectly turnkey for family living.

Sleek, Sophisticated & Totally Turnkey

111 Roxborough Drive $4,288,000
Listed by Catherine Mortimer*
Chestnut Park Real Estate
Set on one of North Rosedale's most admired streets, this 5-bedroom, 4-bath detached home has undergone a refined transformation, blending heritage elegance with striking new enhancements. Extensively upgraded and meticulously restored, 111 Roxborough Dr now features brand new custom windows, white oak herringbone floors on the main level, and a newly installed roof. The exterior has been returned to its original grandeur with restored red brick, full exterior waterproofing, and fresh sod laid in both the front and back yards—offering a flawless blend of enduring elegance and turnkey curb appeal.

Downton Abbey Revisited in Rosedale

20 Elm Avenue $13,950,000
Listed by Jimmy Molloy & Lindsay Van Wert*
Chestnut Park Real Estate
A magnificent and grand Rosedale estate that seamlessly blends modern, state-of-the-art living with historic charm. Set on an extraordinary 80 x 229-foot lot – spanning over 1/3 of an acre – this meticulously restored home offers over 11,500 sq ft of living space across four levels. A rare chance to own a landmark Rosedale property perfect for grand entertaining and refined daily living. Truly for the most discerning buyer.

Rosedale's Grand Opportunity

208 Roxborough Drive $10,495,000
Listed by Jimmy Molloy & Lindsay Van Wert*
Chestnut Park Real Estate
An unbelievable, 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 ravine lot (88 x 408 ft), only a handful of properties at this scale exist. With groundbreaking approvals to redefine the property that allow you to add a swimming pool, and create a garden oasis with ravine views in Rosedale’s most coveted location. Approvals in place for pool and relocation of garage and driveway to create an expansive backyard. This home can become the perfect narrative for your fabulous life.

An Architectural Masterpiece in Rosedale

7 Dale Avenue #205 $7,500,000
Listed by Jimmy Molloy & Lindsay Van Wert*
Chestnut Park Real Estate
Welcome to Rosedale’s premier boutique building, an incredible feat of architectural design and the ultimate in refined living. This 2 bedroom, 3 bathroom suite with family room offers 2,699 sq ft of impeccable curated interior and the highest craftsmanship finishes. This ultra-luxury boutique condo has just 26 residences and is a rare fusion of historic legacy and contemporary design in one of Toronto’s most esteemed enclaves. This is a location that captures both privacy and convenience, with easy access to fine dining, upscale shopping, walking trails, TTC subway, and the DVP for easy commuting.

South Rosedale's Timeless Jewel

45 South Drive $5,475,000
Listed by Jimmy Molloy & Lindsay Van Wert*
Chestnut Park Real Estate
Nestled in one of the neighbourhoods most coveted and picturesque enclaves, the home exudes understated elegance and superior craftsmanship. Every detail has been thoughtfully designed and is move-in ready. Superb principal rooms, including the formal living room with a stately fireplace and French doors that lead to the courtyard. The home's layout is versatile and welcoming, offering generous space for entertaining or quiet retreat. The home boasts an abundance of natural light, enhanced by serene walled gardens creating an atmosphere of privacy and calm rarely found in the heart of the city. Additional features include a garage and private driveway, immaculate landscaping, and proximity to the best of the city. This property is undeniably special, much admired, and offers an elegant lifestyle.

52 Rosedale Road $9,980,000

Listed by Nigel Denham & Penny Brown*
Sothebys International Realty
This majestic Neo-Georgian home sits proudly on the best block in all of the coveted south west Rosedale. Beyond the striking & stately facade, 52 Rosedale Rd. transports you to the earliest days in Rosedale, where the grand mansions with their elegantly proportioned rooms & tall ceilings were home to Toronto's founders. 52 Rosedale Rd. offers best in class parking, with a full 2 car garage with direct access to the home, 2 additional spaces in front of the garage & a stately circular drive that can easily carry 3 more cars.

The Quiet Side of Rosedale- circa 1908

40 Castle Frank Crescent $4,695,000
Listed by Anita Merlo*
Bosley Real Estate
Live On The Quieter Part Of Castle Frank! Opportunity Awaits In South Rosedale One Of The Largest Lots Available. Time For A Grand Piece Of History. Charm & Character Abound. Circa 1908. Numerous Architectural Features, Outstanding Lot Frontage 110 Ft. Incredible Space & Feel. A Stately Home For The Ages Large Enough For Multigenerational Living. Sensational Yard & Landscaped Grounds with one of the old Japanese Maples in the City! The Coach House/Garage is gorgeous for storage or convert to a studio.Easy to Escape To A Backyard Oasis Of Perennials & Pathways. Built Like A Fortress. Over 14,000 In Lot Area.

Stately Red Brick in North Rosedale

24 St Andrews Gardens $4,999,000
Listed by Gillian Oxley
Royal LePage Real Estate Services Oxley Real Estate
A rare offering, 24 St. Andrews Gardens seamlessly blends classic curb appeal with refined modern updates, delivering an exceptional lifestyle in one of Toronto's most sought-after neighbourhoods. Steps to Rosedale Park and beloved Summerhill Market; Chorley Park, ravines and the Brickworks; Whitney PS, OLPH; Branksome Hall; UCC; Greenwood; and more, this is more than just a home, 24 St. Andrews Gardens is an opportunity to live in an incredible neighbourhood & join a friendly community on one of Rosedale's best streets.

11 Hawthorn Avenue $4,498,000

Listed by Donna Thompson
Harvey Kalles Real Estate
Nestled in prime South Rosedale & featured in 'Style at Home' Magazine this stunning 4BR plus office,5-bathroom family home sits on a rare 35 by 150-foot pool size lot & offers over 3800 sqft of elegant living space incl LL. With gorgeous curb appeal on one of Rosedale's most a sought-after family-friendly streets, this residence blends timeless charm with modern luxury.

All Realtors are Designated as Sales Representatives unless marked with an *
All Realtors marked with an * are Brokers

Not intended to solicit buyers or sellers, landlords or tenants currently under contract with another Brokerage.

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