Recently, I was invited by the incredible Jaz Heir and Jerry Hammond of Hammond International Properties to experience 'Fairways and Fine Living' event (organized in collaboration with Property Influencers).
I brought two of my Glam Friends - Janviere and Ashley. We arrived not long before golden hour, and stepping into the main kitchen, we saw the breathtaking sunset pouring through the windows over the conservation lands. It was a surreal moment and the perfect introduction to a truly magical property.
Tucked away in the ultra-exclusive Pinewood Estates of Woodbridge, 40 Golf Avenue isn't just a property; it's a feeling, a lifestyle, a statement.
As a luxury lifestyle connoisseur, I get to see some beautiful places, but this one? It's different. It's the kind of place you see on a luxury real estate show and wonder if it's real. Let me tell you, it is, and it's even better in person!
The atmosphere of the event was a clear reflection of the lifestyle this estate offers. The Living Room and Kitchen countertop featured evocative butterfly sculptures by the talented Max Jamali. Every detail was considered, right down to the exquisite catering by Beretta Kitchen, which provided a culinary experience to match the grandeur of the surroundings. (I loved the scallops and the tasty tuna tartare!) It was one of those evenings that proves luxury isn't just about what you see, but the entire experience you feel.
The signature mixed-media butterfly sculptures of @maxjamali were a perfect, sophisticated touch in the living and kitchen spaces.
It's for the family that understands the art of living well—valuing quiet weekends by the pool as much as hosting an unforgettable dinner party. It’s a sanctuary for those who seek an escape from the city's hum, yet desire its energy on their own terms. It’s a space for a multi-generational family to grow and create core memories, or for a high-profile individual who values the utmost in privacy and security. This is where you step into your legacy.
With my @Glamfriends.to - Ashley Hassard and Janviere Mukama. An unforgettable evening hosted by @HammondInternationalProperties.
Okay, so let's get real for a second. When you're buying a home at this level, you're not just buying beautiful architecture and stunning finishes—you're buying into a lifestyle and a location. And let me tell you, the story behind Pinewood Estates is honestly iconic.
It's not one of those new-build neighborhoods that pops up overnight. This area has history. Woodbridge itself started way back in the 1800s as this quaint little village. But after WWII, something amazing happened. The most successful families started looking for a place where they could breathe, on these incredible, sprawling lots, but still be close to the city. That was the beginning of the luxury vibe here.
Fast forward to today, and Pinewood Estates is the ultimate evolution of that dream. It was designed to be a true sanctuary, wrapped by the gorgeous Boyd Conservation Park on one side and the super-exclusive National Golf Club of Canada on the other. Originally, it was all about these huge one and two-acre lots with winding roads that just feel so peaceful and private.
Now, here’s the part that I am obsessed with, and it’s what makes this neighborhood so special: there are only 97 homes. That’s it. It’s created this incredibly private and tight-knit community. It’s a true "if you know, you know" kind of place. Over the years, many of the original homes have been replaced with these breathtaking, custom-built mansions. So you get the absolute best of both worlds: the charm and maturity of an established, historic neighborhood, with the excitement and perfection of modern, cutting-edge architecture.
Living here feels like you're in your own private country club, but you’re still just minutes from major highways, schools, and the best restaurants. It is the perfect combination of total privacy and total convenience.
The discreet entrance to Pinewood Estates, an exclusive enclave of only 97 luxury homes.
Photo Credit: Hammond International Properties
A home of this stature demands a location that offers the best in every facet of life. For families, the proximity to some of Canada’s most prestigious private schools is a significant draw, including The Country Day School and St. Andrew's College.
For leisure and socializing, you are steps from The National Golf Club of Canada and other clubs like Carrying Place Golf & Country Club.
When it comes to shopping and dining, you're perfectly positioned between Vaughan Mills and Yorkdale Shopping Centre. For fine dining, you have incredible options from Zafferano to XXI Chophouse. And one of my personal faves in Vaughan is definitely Yokai Izakaya.
And for moments of natural escape, the estate's backyard is the magnificent Boyd Conservation Area, offering hiking and tranquility. The nearby Kortright Centre for Conservation provides a stunning backdrop for outdoor pursuits year-round. This location isn’t just convenient; it's a curated lifestyle.
Walking up to 40 Golf Avenue is a total moment. The grand stone façade on its massive 133.95 x 269.91-foot lot makes a powerful first impression. The sweeping circular driveway can easily accommodate 20 cars—this is an estate built for entertaining.
Inside, it opens up into over 11,000 square feet of renovated perfection.
With 5+1 bedrooms, 9 bathrooms, and two stunning designer kitchens, the home is perfectly designed for both intimate family moments and grand-scale entertaining. Add in the custom elevator and those amazing versatile lofts, and it’s the complete picture of absolute luxury, made totally effortless.
This is where I watched that magical sunset. It's a true show-kitchen with an incredible grand archway that opens into a cozy, light-filled family room. With pristine white cabinetry, high-end appliances (I see you, Wolf range!), and a massive marble island, it’s the absolute heart of the home. And the best part? This is one of two designer kitchens, a "secret weapon" for hosting those epic, seamless events.
Landscape Photo Below - credit : Hammond International Properties
This home is an entertainer's dream. The Great Room is a vast, sophisticated space with a coffered ceiling. But my personal favorite? The den. I am obsessed. It’s this moody, sophisticated escape, wrapped in floor-to-ceiling dark wood paneling with exposed beams. It has a grand fireplace and an exquisitely crafted bar cabinet —it’s giving "close the deal" energy, or just a perfect, quiet spot for a whiskey after a long day.
Photo Credit: Ashley Hassard
The wood-paneled den. My favorite room in the house—it's the perfect moody, sophisticated escape.
Dining here isn't just a meal; it's a full-blown experience. The formal dining room is pure elegance. The first thing you see is the wall panel—a breathtaking, hand-painted cherry blossom mural on a silver leaf background (it did remind me of de Gournay's Plum Blossoms' wallpaper). It’s a piece of art that defines the entire room, crowned by a massive, Murano-style glass chandelier. If I lived here, I could see myself hosting endless themed dinner parties with the Glam Friends (a girl can dream) ✨!
The main floor is for entertaining, but the rest of the home is a true private sanctuary. The upper floors feature versatile second and third-floor lofts—a total game-changer for a home gym, yoga studio, or private lounge. With 9 bathrooms, it's clear every bedroom has its own private suite.
This level of luxury extends to the fully-finished, walk-out basement. It’s not just a basement; it’s your own private club. It features a bar, a state-of-the-art home gym, and even a sauna. It’s the ultimate entertainment and wellness hub, all without ever leaving home.
And to top it all off, the entire home is connected by a custom elevator, taking you everywhere from the wellness hub to the upper lofts. It's the complete picture of absolute luxury, made totally effortless!
With 9 bathrooms, it’s clear every bedroom is its own private suite.
It's not just about a beautiful space; it's about an effortless life. This is turnkey perfection. Every detail has been so thoughtfully curated, all you have to do is unpack. You're not just making a purchase; you're making an investment in a seamless, elevated lifestyle and creating the foundation for your family's story.
A property of this magnitude requires representation that operates on another level, and that’s Hammond International Properties. They are a globally recognized, award-winning brokerage, and their accolades, including being named among the Top 100 Real Estate Brokers & Developers of The World, speak for themselves.
And let me tell you, when they host an event, they create magic—and they get results. I was at their Bridle Path Mansion Soirée back in May, and that property? SOLD! They don't just list homes; they sell lifestyles.
Photo Credit: Hammond International Properties
The man himself, Jerry Hammond, CEO and Founder of Hammond International Properties, featured in DOLCE Magazine.
40 Golf Avenue is a rare find. It's more than just a magnificent home; it's a feeling, a promise of a life well-lived. For the family ready to build their legacy, the door is open.
To learn more about this exceptional property, use this link to view the listing or contact Jaz Heir and Jerry Hammond at Hammond International Properties.
Property Listing & Host Brokerage : Hammond International Properties. (2025). 40 Golf Avenue, Woodbridge, ON. https://www.hammondinternationalproperties.com
Property Details: Zolo.ca. (2025). 40 Golf Avenue, Vaughan — For Sale. https://www.zolo.ca/vaughan-real-estate/40-golf-avenue
Neighborhood Info (Pinewood Estates): DeFreitas, C. (n.d.). National & Pinewood Estates. Cecilia DeFreitas Luxury Realty. https://www.ceciliadefreitas.com/communities/national-pinewood-estates/
Neighborhood History (Woodbridge): City of Vaughan. (n.d.). Woodbridge Heritage Conservation District Study. https://www.vaughan.ca/sites/default/files/7cWoodbridge%20Heritage_part2.pdf
Brokerage Feature: DOLCE Magazine. (2025). Jerry Hammond: The Finest In Luxury Real Estate. https://dolcemag.com/
Artist (Butterflies): Max Jamali Official Website. https://maxjamali.com/
Private Schools:
The Country Day School. https://www.cds.on.ca/
St. Andrew's College. https://www.sac.on.ca/
Golf & Country Clubs:
The National Golf Club of Canada. https://nationalgolf.ca/
Carrying Place Golf & Country Club. https://carryingplace.com/
Shopping:
Vaughan Mills. https://www.vaughanmills.com/
Yorkdale Shopping Centre. https://yorkdale.com/
Dining:
Zafferano Ristorante. https://www.zafferanoristorante.ca/
XXI Chophouse. https://www.xxichophouse.com/
Yokai Izakaya. https://www.yokaiizakaya.com/