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Windsor Grows Annual Design Event with Gallery Tour, Trunk Shows, and More

The picturesque South Florida community, crafted around the ideals of the New Urbanism movement, hosts a multifaceted cultural gathering to support the community's namesake foundation

By Galerie editors
One of the homes in Windsor, Florida, open during the April “Windsor Style" house tour.
One of the homes in Windsor, Florida, open during the April “Windsor Style” house tour. Photo: Verola Studio

With its oceanfront setting, picture-perfect houses, emerald green polo field, and manicured 18-hole golf course, Windsor is about an Edenic setting as one can imagine. The planned neighborhood near Vero Beach, Florida—the vision of W. Galen and Hilary M. Weston—celebrates art and architecture at every turn with an eye towards sustainability, privacy, and community.

Here, Anglo-Caribbean style homes stand in perfect alignment along tree-lined streets, where residents traveling by bicycle or golf cart wave hello en route to the Yabu Pushelberg-designed Clubhouse, visit friends in the Alessandra Branca-conceived guest suites or Beach Club, or enjoy programming in the picturesque Town Hall.

Town Hall at Windsor in Vero Beach, Florida.
Town Hall at Windsor in Vero Beach, Florida. Photo: Verola Studio
The “Art, Design, and Landscape at Windsor: Yesterday, Today, and Tomorrow” panelists (from left) moderator Hadley Keller, Ellen Hamilton, Jill Sieracki, Renée Byers, Aileen Agopian, Jean Liu, and Melissa Lindsay.
The “Art, Design, and Landscape at Windsor: Yesterday, Today, and Tomorrow” panelists (from left) moderator Hadley Keller, Ellen Hamilton, Jill Sieracki, Renée Byers, Aileen Agopian, Jean Liu, and Melissa Lindsay. Photo: Verola Studio

While cultural events for residents happen all season long, the annual three-day Windsor Style design celebration, held this year April 10 to 12, opens the doors to a multitude of spaces on the stunning campus to benefit the Windsor Charitable Foundation, a philanthropy that raises funds for local and national charities that support basic human needs such as food, shelter, health, children’s education, medical research, animal advocacy, and more. For this year’s gathering, Windsor members were treated to a panel discussion in the Town Hall, “Art, Design, and Landscape at Windsor: Yesterday, Today, and Tomorrow.”

Moderated by Hadley Keller, director of editorial and community engagement at the Design Leadership Network and author of Beachside: Windsor Architecture and Design (Vendome), the conversation featured art adviser Aileen Agopian, landscape designer Renée Byers, and Galerie Executive Managing Editor Jill Sieracki, as well as interior designers Ellen Hamilton, Melissa Lindsay, and Jean Liu—many whose work can be seen within Windsor.

Melissa Lindsay and Amy Vischio with Debbie and Andy Gordon at the exhibition “Left Hand, Right Hand” at the Gallery at Windsor.
Melissa Lindsay and Amy Vischio with Debbie and Andy Gordon at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor. Photo: Verola Studio

Following the conversation, guests enjoyed a selection of Dry Farm Wines in The Gallery at Windsor where they took in the exhibition “Left Hand, Right Hand” featuring the work of husband-and-wife artists Christopher Le Brun and Charlotte Verity.

The following day, golf carts rolled throughout the community for a five-stop house and garden tour, opening with the expansive eight-bedroom residence by Gaillard Design. Other stops along the parade included an airy retreat orchestrated by Suzu Neithercut that marries the South Florida location with the homeowner’s Japanese heritage, a five-bedroom South Village home crafted to maximize indoor-outdoor living, and a convivial family getaway outfitted by Jamie Roddy of EdenLA Interiors. The tour culminated at the Concierge Butterfly Garden, a beautiful hideaway shaped by Windsor members Dana Hutton and Janel Griffin with more than 75 different plantings specifically selected to attract Monarch, Swallowtail, and other types of butterflies.

President and CEO at The Garden Conservancy James Brayton Hall was the keynote speaker during this year’s luncheon at Windsor during the House & Garden tour weekend.
President and CEO at The Garden Conservancy James Brayton Hall was the keynote speaker during this year’s luncheon at Windsor during the House & Garden tour weekend. Photo: Verola Studio
Man in blue blazer speaking at a podium with a microphone indoors
Windsor Member and event committee member Robbie Pierce at the Windsor Style luncheon. Photo: Verola Studio

Also part of the event’s programming was a stirring presentation by James Brayton Hall, president and CEO of The Garden Conservancy, who shared details on the organization’s incredible work preserving this country’s celebrated landscapes, including their current initiatives in New York State. Then, on Saturday, the heart of the Village Centre was transformed into an alfresco bazaar with colorful frocks by Tori Brown and Really Wild, outwear by Marfa Stance, children’s clothing from Florence Eiseman, home goods from Oodles of Wallpaper, fine art by Lydia McKee, porcelain and ceramics by Tania Bulhōes, and jewelry from LSC Design Estate Jewelry and Yenden.

This was the first year for the Windsor Style Trunk Show and from the look of the enthusiastic crowd milling about the gardens under a cloudless blue sky, it’ll be an eagerly anticipated addition to this grand celebration of art, design, and community living.

See more photos below. 

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Galerie Celebrates Windsor Style 2025 Home & Garden Tour in Florida

The “Art, Design, and Landscape at Windsor: Yesterday, Today, and Tomorrow” panelists (from left) Renu00e9e Byers, Jill Sieracki, Ellen Hamilton, moderator Hadley Keller, Aileen Agopian, Jean Liu, and Melissa Lindsay.

Photograph by Verola Studio

Windsor marketing director Jane Smalley.

Photograph by Verola Studio

Robbie Pierce and Barb Kaytes during the panel discussion at Windsor.

Photograph by Verola Studio

Kligerman Architecture & Design partner Margie Lavender at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor..

Photograph by Verola Studio

Debbie Bochte and Chloe DerBedrosian at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Art adviser Aileen Agopian and Galerie Executive Vice President, Luxury Cindy Lewis at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Jamie Roddy and Linda Bedingfield at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Melissa Lindsay and Amy Vischio with Debbie and Andy Gordon at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Janienne Hackett, Michelle Hagemeier, Jane Giffin, and Nancy Schuville at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Jane Tyler and Stacey Lewis at the exhibition “Left Hand, Right Hand” at The Gallery at Windsor.

Photograph by Verola Studio

Design panel dinner with florals by Larau2019s Theme at Windsor.

Photograph by Verola Studio

Guests visiting the first stop on the house tour during this year’s Windsor Style event.

Photograph by Verola Studio

Valerie Levanchy and Winnie Mortenson during the Windsor Style house tour.

Photograph by Verola Studio

Exterior of one of the houses on this year’s Windsor Style home tour.

Photograph by Verola Studio

Guests visiting the first stop on the house tour during this year’s Windsor Style event.

Photograph by Verola Studio

Interior of one of the houses on this year’s Windsor Style home tour.

Photograph by Verola Studio

Exterior of one of the houses on this year’s Windsor Style home tour.

Photograph by Verola Studio

Interior of one of the houses on this year’s Windsor Style home tour.

Photograph by Verola Studio

Vita Reinoso and Suzanne Segalas during the Windsor Style house tour.

Photograph by Verola Studio

Exterior of one of the houses on this year’s Windsor Style home tour.

Photograph by Verola Studio

Penny Saridakis (right) and artist Lydia McKee with her work during the trunk shows at Windsor.

Photograph by Verola Studio

Trish Carroll and Kate Trimbath of Ala von Auerspergu00a0during theu00a0trunk show at Windsor.

Photograph by Verola Studio

Guests shopping the Tori Brown trunk show at Windsor during this year’s Windsor Style Home and Garden Tour event.

Photograph by Verola Studio

Playful frocks from Florence Eiseman present during the trunk shows at Windsor during this year’s Windsor Style Home and Garden Tour event.

Photograph by Verola Studio

Home goods from Oodles of Wallpaper on display in the butterfly garden during the trunk shows at Windsor during this year’s Windsor Style Home and Garden Tour event.

Photograph by Verola Studio

Guests shopping the Friedrich’s Optik trunk show at Windsor during this year’s Windsor Style Home and Garden Tour event.

Photograph by Verola Studio

Guests shopping the Really Wild trunk show at Windsor during this year’s Windsor Style Home and Garden Tour event.

Photograph by Verola Studio

President and CEO at The Garden Conservancy James Brayton Hall was the keynote speaker during this year’s luncheon at Windsor during the House & Garden tour weekend.

Photograph by Verola Studio

Windsor Member and event committee member Robbie Pierce at the Windsor Style luncheon.

Photograph by Verola Studio

Dining room at the Windsor Beach Club.

Photograph by Verola Studio

A view of the manicured golf course at Windsor.

Photograph by Verola Studio
Group of seven women standing in front of a light blue door, wearing varied outfits and smiling at the camera.
Windsor marketing director Jane Smalley.
Robbie Pierce and Barb Kaytes during the panel discussion at Windsor.
Three women laughing and talking at a social event, one holding a glass of wine, in a brightly lit room.
Two people smiling and holding wine glasses at an art gallery event, with abstract paintings in the background.
Two women smiling and standing together in an art gallery with paintings in the background.
Two women smiling at an indoor event, wearing colorful patterned shirts with a blurred background.
Melissa Lindsay and Amy Vischio with Debbie and Andy Gordon at the exhibition “Left Hand, Right Hand” at the Gallery at Windsor.
Four women posing together at an indoor event, holding glasses, with large windows and paintings in the background.
Two older women smiling and posing in an art gallery, wearing casual but elegant clothing.
Design panel dinner with florals by Lara’s Theme at Windsor.
Family walking up steps to a large white house with black shutters and double doors.
Two women standing outdoors, wearing sunglasses, with a colorful mural in the background.
Modern courtyard with a pool, outdoor seating, and large mural on building wall featuring colorful floral designs.
Three women in floral dresses walking down a hallway with high ceilings and hanging lights
Interior designer standing in a bright, elegantly decorated dining and living room with large windows and modern furniture.
Luxury backyard pool with lounge chairs, umbrella, and greenery under a sunny sky; a peaceful tropical retreat.
Modern living room with a chandelier, white sofas, colorful cushions, artwork above fireplace, and built-in shelves.
Two women standing beside a water dispenser table, one in an orange shirt and hat, the other in a white dress holding brochures.
Luxury house with balconies overlooking a serene backyard pool surrounded by lush greenery on a sunny day.
Two women engage in conversation at an outdoor art fair with paintings displayed in the background.
Two people standing in front of clothing racks outdoors, showcasing colorful dresses under striped canopies.
Outdoor boutique event with clothing rack, bags on table, and two women browsing, surrounded by palm trees and elegant buildings.
Dresses and shirts hanging from trees in a leafy, sun-dappled walkway with people walking in the background.
Exterior of a house with a second-floor balcony, surrounded by palm trees, plants, and outdoor furniture with colorful cushions.
People browsing sunglasses displayed on a table in a bright, elegant room with high ceilings and greenery.
People browsing clothing in a boutique with elegant furniture and racks of stylish outfits on display.
President and CEO at The Garden Conservancy James Brayton Hall was the keynote speaker during this year’s luncheon at Windsor during the House & Garden tour weekend.
Man in blue blazer speaking at a podium with a microphone indoors
Dining room at the Windsor Beach Club.
Golf course and fairway with vibrant pink flowers in the foreground and trees in the background under a clear blue sky.
Group of seven women standing in front of a light blue door, wearing varied outfits and smiling at the camera.
Windsor marketing director Jane Smalley.
Robbie Pierce and Barb Kaytes during the panel discussion at Windsor.
Three women laughing and talking at a social event, one holding a glass of wine, in a brightly lit room.
Two people smiling and holding wine glasses at an art gallery event, with abstract paintings in the background.
Two women smiling and standing together in an art gallery with paintings in the background.
Two women smiling at an indoor event, wearing colorful patterned shirts with a blurred background.
Melissa Lindsay and Amy Vischio with Debbie and Andy Gordon at the exhibition “Left Hand, Right Hand” at the Gallery at Windsor.
Four women posing together at an indoor event, holding glasses, with large windows and paintings in the background.
Two older women smiling and posing in an art gallery, wearing casual but elegant clothing.
Design panel dinner with florals by Lara’s Theme at Windsor.
Family walking up steps to a large white house with black shutters and double doors.
Two women standing outdoors, wearing sunglasses, with a colorful mural in the background.
Modern courtyard with a pool, outdoor seating, and large mural on building wall featuring colorful floral designs.
Three women in floral dresses walking down a hallway with high ceilings and hanging lights
Interior designer standing in a bright, elegantly decorated dining and living room with large windows and modern furniture.
Luxury backyard pool with lounge chairs, umbrella, and greenery under a sunny sky; a peaceful tropical retreat.
Modern living room with a chandelier, white sofas, colorful cushions, artwork above fireplace, and built-in shelves.
Two women standing beside a water dispenser table, one in an orange shirt and hat, the other in a white dress holding brochures.
Luxury house with balconies overlooking a serene backyard pool surrounded by lush greenery on a sunny day.
Two women engage in conversation at an outdoor art fair with paintings displayed in the background.
Two people standing in front of clothing racks outdoors, showcasing colorful dresses under striped canopies.
Outdoor boutique event with clothing rack, bags on table, and two women browsing, surrounded by palm trees and elegant buildings.
Dresses and shirts hanging from trees in a leafy, sun-dappled walkway with people walking in the background.
Exterior of a house with a second-floor balcony, surrounded by palm trees, plants, and outdoor furniture with colorful cushions.
People browsing sunglasses displayed on a table in a bright, elegant room with high ceilings and greenery.
People browsing clothing in a boutique with elegant furniture and racks of stylish outfits on display.
President and CEO at The Garden Conservancy James Brayton Hall was the keynote speaker during this year’s luncheon at Windsor during the House & Garden tour weekend.
Man in blue blazer speaking at a podium with a microphone indoors
Dining room at the Windsor Beach Club.
Golf course and fairway with vibrant pink flowers in the foreground and trees in the background under a clear blue sky.