SHOP

Shopping in Winter Park is a sport, with so many unique boutiques to explore for the perfect blouse, dress, new jeans, exquisite jewelry, eyewear, diamonds and pearls and even antiques. Women and Men’s clothing boutiques are filled with fashionable Florida designs to keep you cool year round. Housewares, gifts, paper goods, and even wedding dresses can be found on the long stretch of Park Avenue and Hannibal Square, and the Winter Park Village nearby.

SHOP

Shopping in Winter Park is a sport, with so many unique boutiques to explore for the perfect blouse, dress, new jeans, exquisite jewelry, eyewear, diamonds and pearls and even antiques. Women and Men’s clothing boutiques are filled with fashionable Florida designs to keep you cool year round. Housewares, gifts, paper goods, and even wedding dresses can be found on the long stretch of Park Avenue and Hannibal Square, and the Winter Park Village nearby.

Modern storefront with 'Verden' sign and '1010 Orange Avenue' on the window.

1010 ON ORANGE

1010 on Orange is a luxury home furnishings and accessories boutique custom curated by Brianna Michelle.
A religious altar with a crucifix, candles, and framed pictures on a wooden table.

ALL SAINTS CHURCH GIFTS SHOPPE

At All Saints Gift Shoppe — your destination for the gift that is both spiritual and stunning — you’ll find inspirational gifts for life’s special occasions.
Woman posing with thoughtful expression, wearing jewelry.

ALMUT BELOTE GOLDSMITHS

Experience the art of fine jewelry crafted by hand in Winter Park.
A smiling man in a tie browsing an antique store filled with various vintage items.

ANTIQUES ON THE AVENUE

Antiques on the Avenue is always buying – one piece or whole estates, which explains why many Orlando area residents make visiting there a regular event.
Wooden wardrobe filled with neatly folded clothes and hanging garments.

ARABELLA

A modern boutique with vintage charm.
Colorful gemstone rings stacked in a tower.

BE ON PARK FINE JEWELERS

The philosophy is that jewelry should be loved, worn and enjoyed every day.
Woman wearing a navy blue sleeveless dress with white trim and statement earrings.

BERRI LYNN’S BOUTIQUE

Resort wear for everyday style and comfort.
Modern kitchen with marble countertops and stylish gold-accented stools.

BESPOKE FURNITURE MORRONE INTERIORS

Audrey Morrone and her award-winning design firm, Morrone Interiors, believe in building client relationships through exceptional service and offering the finest in both product selection and interior design.
Rows of large fabric panels hanging in an exhibition space.

CARPET SOURCE

Started as a family business over 40 years ago, Carpet Source has grown into a world-class supplier of the finest rugs, hardwood floors, and carpets to top interior designers, architects, and discerning clients across the United States and around the world.
A smiling woman stands behind a table with decorative items in a cozy shop.

COCO INDIGO HOME & FASHION

Located in Hannibal Square, Coco Indigo is a home and fashion lifestyle boutique inspired by the Mediterranean Sea, with alluring shades of luminescent white, azure blue, and sandy neutrals as the defining color palette of our products.
Four well-dressed individuals posing indoors in stylish attire.

CURRENT

Current reshapes the typical shopping experience by creating a true lifestyle boutique that is simultaneously exciting and comfortable for our visitors.
Woman in a flowing striped dress by a modern poolside.

DEAR JANE BOUTIQUE

Winter Park’s newest darling, dear jane, opened in the fall of 2018 on the north end of Park Avenue.
Elegant woman poses in minimalist black and white outfit.

EILEEN FISHER

For more than 30 years, creating simple, timeless clothes that have the power to change the way a woman moves and feels.
Cozy dining area with wooden table and slipcovered chairs.

GABBY | SUMMER CLASSICS

From timeless outdoor furniture designs to modern transitional styles perfect for any room, the Summer Classics and Gabby brands offer the pinnacle in both form and function.
Bright yellow orchids with red and brown patterns in bloom.

GINNY’S ORCHIDS

For more than 20 years, Ginny has been grooming specialized breeds that produce the showiest blooms and the most riveting colors.
Two women standing in a stylish clothing store with racks and accessories.

HEMLINE BOUTIQUE

Hemline in the Winter Park Village is the newest location for the New Orleans based chain of fashion boutiques that was started by Brigitte Holthausen in 1994.
A family portrait with a seated elderly man, three standing adults, and a dog in a cozy living room.

JOHN CRAIG

Our mission is to provide exceptional, timeless menswear for the sophisticated man along with individualized and unparalleled customer service.
Gold bangles studded with colorful gemstones placed before pink roses.

LAUREN SIGMAN

Our mission is to provide women with fine jewelry that elevates their mood everyday.

FASHION ON THE AVENUE

A Celebration of Our Local Fashion and Design Community
DISCOVER

FASHION ON THE AVENUE

A Celebration of Our Local Fashion and Design Community
DISCOVER

FASHION ON THE AVENUE

A Celebration of Our Local Fashion and Design Community
DISCOVER
Three people holding a large measuring tape, smiling at the camera.

LEONARDO 5TH AVENUE

Leonardo specializes in made-toorder suits and tuxedos, introducing to the market a fun way to shop for top-quality customizable men’s fashion that allows clients to showcase their own personal style.
Colorful Moroccan lanterns and decor in a cozy shop.

LIVING MOROCCO

We feature a wide variety of unique and handmade accent pieces to animate your home, garden, or office.
Woman in a stylish black dress with a unique cutout design.

LOUISE JAMES BOUTIQUE

At Louise James Boutique, our limited selection of exclusive European-inspired apparel means you won’t see our clothing in other boutiques.
Elegant wedding invitations and accessories with gold accents and lace details.

MAUREEN HALL INVITATIONS

We specialize in creating high quality and unique pieces of communication for the most discerning clients.
Decorative red sculpture on a tiled fountain base under palm trees.

MIZNER TILE STUDIO

A boutique studio with a passion for personalized service, we collaborate directly with homeowners, interior designers, architects, and builders to create custom backsplashes, pools, fountains, stair risers, fireplaces, and more.
Person sitting on giant green 'HAPPY' letters indoors.

NEW GENERAL

New General is equipped with a full coffee bar, where we sling Lineage Coffee, and our cafe serves a selection of seasonal housemade dishes.
Woman in red swimsuit posing with a black and white striped umbrella.

PARK AVENUE CONTEMPORARY ART

Step into the world of contemporary art to start
building your collection.
Silver luxury watch with diamond accents.

ORLANDO WATCH COMPANY

Orlando Watch Company is a full service watch repair, appraisal and retail store – offering the finest selection of luxury timepieces in the Orlando area.
Modern shoe store interior with stylish displays and seating.

RIEKER SHOES

Provides style, quality and comfort right out of the box.
Woman in red outfit sitting on a decorated bench outdoors.

RIFLE PAPER CO.

Stationery and gift store founded by Anna and Nathan Bond.
Man standing in a modern dining area with green wall décor.

SACCARO DESIGN HABITAT

Tradition is our territory. For almost 70 years we have been creating timeless furniture of the highest quality produced by our most valuable tool: human hands.
Two women smiling in an eyewear store with glasses on display.

SEE EYEWEAR

SEE is an environment for people who appreciate trendy, luxury eyewear.
Three pairs of sandals on a sandy surface near a tree stump.

SHOOOZ

A unique presentation of modern comfort footwear mixed with personal service.
Outdoor cafe seating under an orange umbrella at Shops on Park.

SHOPS ON PARK

With over 20,000 square feet of elegant retail space, Shops on Park sits in the heart of Winter Park, across from the stage on the north end of Park Avenue.
Three people posing with colorful mannequins.

SIEGEL’S WINTER PARK

A four-generation, family-owned specialty store, Siegel’s offers a curated collection of men’s, women’s, and children’s fine apparel along with one-of-a-kind gifts — all of which mirror the versatility of the Florida lifestyle.
A man in a suit stands beside a white luxury Cadillac sedan.

STARLING CADILLAC

We pick up and deliver customer vehicles for service anywhere in the Central Florida area.
Three ornate metal hairpins displayed on a patterned surface.

TEN THOUSAND VILLAGES

As pioneers of the global Fair Trade movement, Ten Thousand Villages creates opportunities for artisans in developing countries to earn income by bringing their products and stories to our markets through longterm partnerships.
A gourmet cheese board with various cheeses, fruits, and crackers.

THE ANCIENT OLIVE

Artfully, thoughtfully and uniquely gourmet, taste foods from around the world.
Modern dining area with clear chairs and a view of the garden through a glass door.

THE SHADE STORE

For 3 generations we’ve made loyal, life-long customers by offering incredible service and exceptional quality.
Two people happily toasting with drinks in a cozy shop.

THE SPICE & TEA EXCHANGE

Shop our exclusive selection of spices, custom blends, loose-leaf teas, naturally flavored sugars, sea and mineral salts, gourmet gifts and accessories.
Man in beige outfit reaching for wine bottle on tall shelf in a wine store.

THE WINE ROOM

A nine-time Wine Spectator “Best of” award winner, The Wine Room offers a unique combination of wine bar and retail shop, where buying and tasting wine is an interactive, memorable experience.
Woman in a flowing yellow dress posing outdoors in sunlight.

TUNI

Celebrating the most current, cutting edge and fashion-forward clothing collections.
Nighttime city park with illuminated fountain and trees.

WINTER PARK VILLAGE

Enjoy specialty stores, delicious restaurants, salons, movies and much more.
Woman lifting a smiling child on a couch in a cozy living room.

VERELLEN BOUTIQUE

Nestled on “Designer Row” in the heart of Winter Park, Verellen Boutique is a must-see destination for design enthusiasts, homeowners and industry professionals.