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10 Best Places to Shop in Windermere

Toni Marie Cafferty  |  May 29, 2024

10 Best Places to Shop in Windermere

Windermere, Florida, known for its picturesque landscapes and tranquil lakefront views, is also a hidden gem for shopping. Whether you are a local resident or a visitor, shopping in Windermere offers a delightful mix of boutique shops, specialty stores, and convenient retail outlets that cater to various tastes and preferences.

The Grove Orlando

Located just a short drive from Windermere, The Grove Orlando is a premier shopping destination featuring an array of stores, restaurants, and entertainment options. This open-air shopping center includes popular retailers like HomeGoods, TJ Maxx, and Ulta Beauty, making it a convenient stop for all your shopping needs. The Grove Orlando also hosts various events throughout the year, enhancing the community feel and providing additional entertainment for shoppers.

Windermere Village

Windermere Village is a quaint shopping center that offers a more intimate shopping experience. Here, you'll find a variety of locally owned shops and eateries that reflect Windermere's unique charm. From boutique clothing stores to specialty food shops, Windermere Village provides a personalized shopping experience that you won’t find in larger retail centers. Notable shops include the charming Dixie Cream Café, perfect for a coffee break or light lunch while you shop.

Lakeside Village Center

Lakeside Village Center is another fantastic shopping option in Windermere. This center combines the convenience of big-name stores with the charm of smaller, independent retailers. With a Publix supermarket, restaurants, and service-oriented businesses, It is a one-stop destination for both everyday needs and special purchases. The center’s lakeside setting provides a scenic backdrop for a relaxing shopping experience.

Marketplaces and Farmers Markets

For those who enjoy shopping in a more casual, open-air environment, Windermere’s local marketplaces and farmers markets are a must-visit. The Windermere Farmers Market, held every Friday, is a great place to find fresh produce, handmade crafts, and artisanal goods. Shopping at the farmers market not only supports local vendors but also provides an opportunity to engage with the community and enjoy Windermere's friendly, small-town atmosphere.

Winter Garden Village at Fowler Groves

Just a short drive from Windermere, Winter Garden Village at Fowler Groves offers a comprehensive shopping experience with over 80 stores, including major retailers like Target, Best Buy, and Bed Bath & Beyond. This expansive shopping center also features numerous dining options, ranging from fast-casual eateries to sit-down restaurants, making it an ideal destination for a full day of shopping and dining. The convenient location and variety of stores make Winter Garden Village a popular choice for Windermere residents.

Downtown Windermere Shops

The heart of Windermere features a selection of charming shops and boutiques that reflect the town’s historic and picturesque character. Strolling through downtown Windermere, you’ll discover unique stores offering everything from fashion and home décor to gifts and specialty items. The friendly shop owners and personalized service add to the overall shopping experience, making it a pleasant outing for anyone exploring local retail options.

Specialty Stores and Boutiques

Windermere has several specialty stores and boutiques catering to niche markets and providing unique shopping experiences. Stores like The Art of Health, a wellness boutique offering natural health products and services, and Windermere Flowers and Gifts, which provide beautiful floral arrangements and gifts, add to the town’s diverse retail landscape. These specialty shops often feature unique, handcrafted items you won’t find anywhere else, making them perfect for finding one-of-a-kind gifts or treating yourself to something special.

The Windermere Wine and Cheese Shop

The Windermere Wine and Cheese Shop is a must-visit for those with a refined palate. This specialty store offers a curated selection of fine wines, artisanal cheeses, and gourmet foods. The knowledgeable staff is always ready to assist with recommendations, making it a perfect stop for connoisseurs and anyone looking to elevate their dining experience.

Florida Candy Factory

A delightful stop for children and adults, the Florida Candy Factory in Windermere offers a sweet escape with its wide array of candies and chocolates. This charming store specializes in handcrafted sweets and unique confections, making it a favorite for gift shopping or satisfying your sweet tooth. The nostalgic atmosphere and variety of treats make it a fun shopping destination.

Millenia Fine Art Gallery

For art enthusiasts, the Millenia Fine Art Gallery in Windermere showcases a stunning collection of contemporary and classic art pieces. This gallery features works from local and international artists, providing a diverse selection for collectors and art lovers. The gallery's serene environment and expertly curated exhibitions offer a unique and enriching shopping experience.

Discover the Best Shopping in Windermere with Toni Cafferty

Ready to explore the best shopping in Windermere? Discover more about this charming community and its vibrant shopping scene by contacting Toni Cafferty, a local real estate expert dedicated to helping you find your dream home. Whether you are looking for a serene lakeside property or a cozy home close to Windermere’s bustling shopping centers, she can guide you every step of the way.



Toni Marie Cafferty

Toni Marie Cafferty

Luxury Property Specialist

About the Author

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