Windermere Shopping at a Glance
🛍️ Windermere Shopping Highlight: Shopping in Windermere splits cleanly between three layers — the historic Main Street boutique district in the Town of Windermere proper, the upscale Grove at Isleworth on Conroy-Windermere Road, and the family-focused Cornerstone at Summerport on CR 535. The Mall at Millenia is fifteen minutes east, and Winter Garden Village is roughly ten minutes north.
"Most Windermere residents do their everyday errands at one of three Publix stores — at The Grove, at Lakeside Village, or at Cornerstone at Summerport — and reserve the trip to The Mall at Millenia for the things that warrant the drive."
🕐 Shopping Hours & General Information
Most Windermere-area retail follows standard hours, with variations by store, season, and holiday calendar.
Key Information:
- The Mall at Millenia: Typically 10am–9pm Mon–Sat, 12pm–7pm Sun
- Winter Garden Village: Individual store hours vary; most open 10am–9pm
- The Grove at Isleworth: Most retail and dining open 9am–9pm; Publix open daily
- Cornerstone at Summerport: Publix open daily; tenants set their own hours
- Main Street Boutiques: Most open 10am–6pm, often closed Sundays or Mondays
- Windermere Farmers Market: Fridays 9am–1:30pm at Town Square Park (weather permitting)
- Holiday Hours: Extended in November and December; closed Thanksgiving Day and Christmas Day
Hours vary by individual retailer. Verify directly with stores for current hours, especially around holidays and during the summer season when smaller boutiques may shorten hours.
Shopping Highlights of Windermere
Windermere's shopping character reflects the town itself: a small historic core surrounded by master-planned communities and luxury enclaves, all within a short drive of Central Florida's best regional retail. The Town of Windermere proper is roughly two square miles with about 3,400 residents, so the deepest shopping experiences happen at neighborhood centers along Conroy-Windermere Road and CR 535, or at regional destinations like The Mall at Millenia and Winter Garden Village. For things to do beyond shopping, see our Windermere events and entertainment guide.
Upscale Convenience
The Grove at Isleworth anchors east Windermere with Publix, LA Fitness Signature Club, Panera Bread, BurgerFi, Dexter's, and a Starbucks drive-thru. It's the closest full-service shopping for Isleworth, Tildens Grove, and Casa Del Lago.
Historic Main Street
Downtown Windermere's brick-and-tree-lined Main Street features Tim's Wine Market, Pistil Home & Garden, Apricot Lane Boutique, Windermere Art & Framing, and the new Ace Hardware — locally owned shops housed in historic storefronts.
Family Shopping Hub
Cornerstone at Summerport on CR 535 serves Summerport, Lakeside, and the southwest 34786 communities with Publix, ALDI nearby, restaurants, and everyday services.
Regional Reach
Fifteen minutes east on Conroy Road lies the closest luxury mall in Central Florida; ten minutes north on CR 535 sits an 80-store outdoor center with Target, Lowe's, and Best Buy. Windermere residents get both in one ZIP code.
Windermere Shopping Map
Explore shopping centers, malls, and retail districts in Windermere using this interactive map:
Malls & Shopping Centers in Windermere
The town itself does not have a mall. What it does have is exceptional access to malls — including Central Florida's only luxury mall — combined with a tier of upscale neighborhood centers that handle daily life. Below are the destinations Windermere residents actually use, sorted by what they go there for.
🌟 Top 5 Shopping Destinations
1The Grove at Isleworth
Windermere's flagship upscale center at the corner of Conroy-Windermere Road and S. Apopka-Vineland Road. Roughly 151,000 square feet anchored by Publix and the LA Fitness Signature Club, with Panera, BurgerFi, Dexter's, Hawkers Asian Street Fare, Chipotle, and a drive-thru Starbucks.
2The Mall at Millenia
Fifteen minutes east on Conroy Road — the closest luxury mall in Central Florida. Roughly 1.1 million square feet anchored by Macy's, Bloomingdale's, and Neiman Marcus, plus the region's only Chanel, Louis Vuitton, Gucci, Hermès, and Tiffany & Co.
3Winter Garden Village
About ten minutes north via Winter Garden Vineland Road. An open-air center with Target, Lowe's, Best Buy, HomeGoods, Old Navy, ULTA, Bed Bath & Beyond, and dozens of restaurants — the closest big-box shopping for north Windermere.
4Cornerstone at Summerport
The neighborhood center for southwest Windermere at 13450 Summerport Village Parkway. Anchored by Publix, with Bella Tuscany, Stromboli's, First Class Cleaners, and family-oriented services. Closest grocery for Summerport, Lakeside, and Windermere Trails.
5Downtown Windermere Main Street
Roughly two blocks of locally-owned boutiques, wine shops, home goods, gift stores, and the historic 1924 Town Hall — anchored by Tim's Wine Market, Pistil Home & Garden, and the weekly Friday Farmers Market at Town Square Park.
🏬 Major Malls Within Reach
| Mall Name | Type | Location | Features |
|---|---|---|---|
| The Mall at Millenia | Mall | 4200 Conroy Rd, Orlando — about 15 min from Windermere | 1.1M sq ft, 150+ stores; anchored by Macy's, Bloomingdale's, Neiman Marcus; exclusive home of Chanel, Louis Vuitton, Gucci, Hermès, Tiffany & Co. |
| The Florida Mall | Mall | Orlando, near International Drive — about 25 min | One of Florida's largest enclosed malls; Apple, Sephora, Nordstrom, Zara, and the Crayola Experience and M&M's World attractions |
| West Oaks Mall | Mall | Ocoee — about 15 min via SR 429 | Enclosed mall with everyday retail, dining, and entertainment in Ocoee |
🏪 Shopping Centers & Plazas
Residents of Windermere rely on a tier of upscale-to-everyday neighborhood centers throughout the 34786 ZIP code and the surrounding Orange County corridors.
| Center Name | Type | Location | Key Retailers |
|---|---|---|---|
| The Grove at Isleworth | Shopping Center | 4744 S Apopka-Vineland Rd, near Isleworth | Publix, LA Fitness Signature, Panera Bread, Dexter's, BurgerFi, Hawkers, Chipotle, Starbucks drive-thru, Chase Bank, GNC, salons and professional offices |
| Winter Garden Village | Shopping Center | 3130 Daniels Rd, north of Windermere via CR 535 | Target, Lowe's, Best Buy, HomeGoods, Old Navy, ULTA, Bed Bath & Beyond, Macy's, Cost Plus World Market, Bonefish Grill, plus dozens of restaurants |
| Cornerstone at Summerport | Shopping Center | 13450 Summerport Village Pkwy, at the entrance to Summerport | Publix, Bella Tuscany, Stromboli's, Subway, First Class Cleaners, Summer Palace, nail and hair salons, family-oriented services |
| Lakeside Village Center | Shopping Center | 7880 Winter Garden Vineland Rd, southwest Windermere | Publix Super Market, Starbucks, neighborhood dining, services — the closest grocery for Keene's Pointe and Lake Burden |
| Westside Shoppes | Shopping Center | Just north of Lakeside Village, southwest Windermere | Local services, fitness, pet care, casual dining, and a few specialty retailers — quieter neighborhood plaza |
| Windermere Village | Shopping Center | North Windermere, near Belmere | ALDI, mix of boutiques, specialty shops, and casual dining; a quieter alternative to The Grove |
| Fountains West Plaza | Shopping Center | Just north of Windermere, near Winter Garden | Neighborhood retail, dining, services along the SR 535 / Stoneybrook West corridor |
📦 Big Box Retail & Warehouse Clubs
| Store Name | Type | Location | Details |
|---|---|---|---|
| Target (Winter Garden Village) | Big Box | 3155 Daniels Rd, Winter Garden — about 10 min north | Super Target with full grocery, pharmacy, Starbucks, optical, and Apple displays — closest Target to Windermere |
| Walmart Supercenter | Big Box | Plantation Grove area, Ocoee — about 10 min north | 24-hour pharmacy, full grocery, garden center, auto services — closest supercenter to north Windermere |
| Lowe's (Winter Garden Village) | Big Box | 3300 Daniels Rd, Winter Garden | Full home improvement; closest Lowe's to Windermere homeowners |
| Best Buy (Winter Garden Village) | Big Box | 3220 Daniels Rd, Winter Garden | Electronics, appliances, Geek Squad services |
| HomeGoods, TJ Maxx, ULTA Beauty | Big Box | Winter Garden Village | Home decor, off-price apparel, and beauty — a clustered destination for value-oriented shopping |
| Costco Wholesale | Warehouse Club | Millenia area, near The Mall at Millenia — about 15 min | Membership warehouse club; closest Costco to Windermere with gas station, optical, pharmacy |
"The Grove serves as east Windermere's social anchor — Saturday morning is half coffee at Starbucks, half catching up with neighbors at Isleworth's gate."Back to Top
Downtown & Shopping Districts in Windermere
The Town of Windermere's historic core — Main Street between roughly 4th and 7th Avenues — is the only true walkable shopping district inside the town itself. The streets are deliberately narrow, the curbs are red brick by ordinance, and the buildings are small-scale historic storefronts. It's a different shopping experience than the regional centers — closer to a New England village than a Florida strip mall. Discover more about local culture in our Windermere arts and culture guide and the Windermere dining guide.
🏛️ Downtown Shopping Districts
| District Name | Type | Location | Features |
|---|---|---|---|
| Main Street Windermere | Downtown | Main Street, between 4th and 7th Avenues | Locally-owned boutiques, wine shop, home goods, gift stores, hardware, art gallery; brick streets, historic 1924 Town Hall, walkable from Windermere Town and Windermere Downs |
| Downtown Winter Garden / Plant Street | Downtown | About 10 min north on Winter Garden Vineland Road | Walkable historic district with Plant Street Market, antique shops, boutiques, the Saturday Farmers Market, and the Crooked Can Brewery |
| Disney Springs | Outdoor District | Lake Buena Vista, about 20 min south | 120-acre open-air shopping, dining, and entertainment district at Walt Disney World; 100+ shops including Sephora, Coach, Zara, UNIQLO, plus Disney exclusives |
👗 Boutiques & Specialty Shops on Main Street
| Shop Name | Type | Location | Specialty |
|---|---|---|---|
| Tim's Wine Market | Boutique | 428 Main Street, downtown Windermere | Curated small-production wines, expert recommendations, regular tastings |
| Pistil Home & Garden | Boutique | 503 Main Street, downtown Windermere | Houseplants, pottery, garden goods, home décor, giftable finds |
| Apricot Lane Boutique | Boutique | Main Street, downtown Windermere | Women's fashion, jewelry, accessories with rotating seasonal collections |
| Windermere Art & Framing | Specialty | Main Street, downtown Windermere | Custom framing and small gallery featuring local artists |
| Five Star Florida Finds | Specialty | Main Street, downtown Windermere | Vintage gifts, Florida-themed finds, and home accessories |
| Elysium Interiors | Boutique | Main Street, downtown Windermere | Kitchen and home goods, tableware, design-forward gifting |
| Ace Hardware Windermere | Specialty | 517 Main Street, downtown Windermere | Recently opened neighborhood hardware store; tools, paint, garden supplies, key cutting |
🌾 Farmers Markets & Local Markets
| Market Name | Type | Schedule | Details |
|---|---|---|---|
| Windermere Farmers Market | Farmers Market | Fridays, 9am–1:30pm (weather permitting) | Town Square Park, 520 Main Street (between 5th and 6th Avenues); fresh produce, seafood, breads and pastries, coffee, hummus, candles, soaps, jewelry, crafts, and flowers; leashed pets welcome |
| Winter Garden Farmers Market | Farmers Market | Saturdays, 8am–1pm | Downtown Pavilion, 104 S Lakeview Ave, Winter Garden — about 10 min north; year-round, larger market with locally grown produce, herbs, plants, baked goods, food vendors, artisan crafts |
🎨 Specialty & Unique Shopping Beyond Main Street
| Business Name | Type | Location | Specialty |
|---|---|---|---|
| Windermere Wine and Cheese Shop | Specialty | Windermere area | Curated fine wines, artisanal cheeses, gourmet pantry items |
| Florida Candy Factory | Specialty | Windermere area | Candies, chocolates, novelty sweets — popular with families and visitors |
| Windermere Flowers and Gifts | Specialty | Windermere area | Floral arrangements, plants, occasion gifts |
| Windermere Brewing Company | Specialty | 111 W 5th Avenue, downtown Windermere | Craft brewery and taproom with small-batch local beers; community gathering point with live music |
People Also Ask
Where is the best shopping in Windermere?
The most-used shopping in Windermere is split between three centers: The Grove at Isleworth on Conroy-Windermere Road for upscale convenience, Cornerstone at Summerport on CR 535 for family-focused everyday shopping, and historic Main Street for locally-owned boutiques. For luxury and big-box, residents drive 10–15 minutes to The Mall at Millenia or Winter Garden Village. See our Windermere homes guide for more about living in this area.
Does Windermere have a downtown shopping area?
Yes — Main Street in the Town of Windermere proper is a small but distinct historic shopping district with locally-owned boutiques (Tim's Wine Market, Pistil Home & Garden, Apricot Lane), specialty shops (Windermere Art & Framing, Five Star Florida Finds), and the new Ace Hardware. The brick streets, the 1924 Town Hall, and the Friday Farmers Market at Town Square Park give downtown a village feel that's rare in Central Florida. For more on the area, see things to do in Windermere.
Are there farmers markets in Windermere?
The Town of Windermere hosts a weekly Farmers Market every Friday from 9am to 1:30pm at Town Square Park (520 Main Street, between 5th and 6th Avenues). Vendors offer fresh produce, seafood, breads and pastries, coffee, hummus, candles, soaps, jewelry, and crafts; leashed pets are welcome. For a larger Saturday option, the Winter Garden Farmers Market runs 8am–1pm at the Downtown Pavilion in downtown Winter Garden, about 10 minutes north.
Grocery & Everyday Shopping in Windermere
Why Windermere Shopping Works
Windermere residents enjoy a particular kind of retail convenience:
- Three Publix locations — at The Grove, at Lakeside Village, and at Cornerstone at Summerport — so most homes in 34786 are within a 5–7 minute drive of a Publix
- Upscale neighborhood centers — The Grove offers boutique-quality shopping for daily needs, not just the basics
- Premier mall access — The Mall at Millenia in 15 minutes, Winter Garden Village in 10, plus Disney Springs in 20
- Small-town character — Main Street boutiques and a weekly Friday farmers market complement the convenience of regional retail
🛒 Grocery Stores & Supermarkets
| Store Name | Type | Location | Features |
|---|---|---|---|
| Publix at The Grove | Grocery | The Grove at Isleworth, east Windermere | Most popular Publix in 34786; full deli, bakery, pharmacy, prepared foods, curbside pickup, and Instacart delivery; closest to Isleworth |
| Publix at Cornerstone at Summerport (#1106) | Grocery | 13450 Summerport Village Pkwy | Family-focused full-service Publix; closest to Summerport, Lakeside, and Windermere Trails |
| Publix at Lakeside Village Center | Grocery | 7880 Winter Garden Vineland Rd | Closest Publix for Keene's Pointe, Lake Burden, and Reams Road communities; visible from much of southwest Windermere |
| ALDI | Grocery | Windermere Village, north Windermere | Discount grocer with private-label staples, fresh produce, and weekly specials; bring a quarter for the cart |
| Whole Foods Market | Grocery | Phillips Crossing, Dr. Phillips — about 10–12 min | Closest organic and natural grocer; prepared foods, hot bar, supplements; Amazon Prime member discounts |
| Trader Joe's | Grocery | Sand Lake Road, Dr. Phillips — about 12–15 min | Specialty grocer with private-label products, frozen meals, wine, and unique seasonal items |
| The Fresh Market | Grocery | Dr. Phillips area — about 12–15 min | Upscale grocer with butcher, prepared foods, fresh seafood, and gourmet pantry items |
| Walmart Fresh / Walmart Supercenter | Grocery | Plantation Grove, Ocoee — about 10 min | Full-grocery Walmart Supercenter with pharmacy and 24-hour pickup options |
Shopping Convenience in Windermere
🏬 Three-Publix Coverage
The 34786 ZIP code has three full Publix locations — at The Grove, Lakeside Village, and Cornerstone at Summerport. Most homes in town are 5–7 minutes from one of them.
🛍️ Boutique + Big Box
The mix is rare for a town this size: locally-owned Main Street shops handle gifts and unique items; Winter Garden Village handles Target, Lowe's, and Best Buy ten minutes away.
🎯 Luxury at 15 Minutes
The Mall at Millenia via Conroy Road delivers the only Hermès, Chanel, Louis Vuitton, and Tiffany & Co. in Central Florida — roughly fifteen minutes from Isleworth and Keene's Pointe.
🌾 Friday Mornings
Town Square Park hosts the weekly Farmers Market every Friday 9am–1:30pm — produce, seafood, baked goods, crafts, flowers. It's calendared and run by the town, not seasonal pop-up.
Quick Shopping Facts
- Retail Variety: Boutique Main Street shops, three full-service neighborhood centers, the closest luxury mall in Central Florida, an 80-store outdoor center, and Disney Springs all within a 20-minute radius
- Convenience: Three Publix locations within 34786, plus ALDI, Whole Foods, Trader Joe's, and The Fresh Market within 12–15 minutes
- Unique Shops: Tim's Wine Market, Pistil Home & Garden, Windermere Art & Framing, and a growing roster of locally-owned Main Street businesses
- Dining Options: Every major shopping destination — The Grove, Cornerstone, Winter Garden Village, Mall at Millenia — has substantial dining alongside retail. See our Windermere dining guide
- Accessibility: Easy access via CR 535 (Winter Garden Vineland Road), Conroy-Windermere Road, SR 429, the Florida Turnpike, and I-4
Nearby Shopping Destinations
Windermere sits at a useful crossroads: north for Winter Garden, east for Dr. Phillips and the Mall at Millenia, south for Disney and Lake Buena Vista, west for Horizon West. Each direction opens up different shopping options.
Explore homes in nearby communities: Dr. Phillips, Gotha, Horizon West, and Ocoee.
Frequently Asked Questions About Windermere Shopping
What are the major shopping centers in Windermere?
The major centers in or adjacent to Windermere are The Grove at Isleworth (upscale, on Conroy-Windermere Road), Cornerstone at Summerport (family/grocery-focused, on CR 535), Lakeside Village Center (Publix-anchored, southwest Windermere), and Windermere Village (with ALDI, in north Windermere). Within a 10–15 minute drive are Winter Garden Village's 80-store outdoor complex and The Mall at Millenia.
Is Windermere good for shopping?
For a town of about 3,400 residents, the shopping access is unusually strong. Three Publix locations cover the 34786 ZIP code, The Grove handles upscale convenience, Cornerstone handles family essentials, and the closest luxury mall in Central Florida is fifteen minutes east. Browse Windermere homes for sale if you're considering the area, and see our Windermere market report for current housing data. Schools are another major draw — see Windermere schools and education.
Does Windermere have a downtown shopping district?
Yes. Main Street in the Town of Windermere proper is a small historic district with locally-owned shops including Tim's Wine Market, Pistil Home & Garden, Apricot Lane Boutique, Windermere Art & Framing, Five Star Florida Finds, Elysium Interiors, and the recently opened Ace Hardware. The brick streets and 1924 Town Hall set the tone — it's a village shopping experience, not a strip-mall one. Pair it with the Friday Farmers Market and a stop at Main Street's restaurants and cafes for a full morning out.
What grocery stores are in Windermere?
The 34786 ZIP code has three Publix locations: Publix at The Grove (most popular, east Windermere), Publix at Lakeside Village Center (southwest Windermere on Winter Garden Vineland Road), and Publix at Cornerstone at Summerport (the entrance to Summerport on CR 535). ALDI sits in Windermere Village in the north end of town. Within 10–15 minutes, residents can reach Whole Foods Market in Dr. Phillips, Trader Joe's on Sand Lake Road, The Fresh Market, and a Walmart Supercenter in Ocoee.
Are there unique shops or boutiques in Windermere?
Yes — the Main Street district concentrates Windermere's locally-owned retail. Tim's Wine Market is a destination for small-production wines, Pistil Home & Garden draws design-focused homeowners for plants and décor, and Apricot Lane Boutique handles women's fashion. Windermere Art & Framing, Five Star Florida Finds, Elysium Interiors, and Windermere Brewing Company round out a Main Street ecosystem that genuinely supports independent businesses. For more on the local scene, see our Windermere arts and culture guide and Windermere entertainment guide.
Find Your Home in Windermere
Ready to enjoy the shopping convenience and small-town character of Windermere? Our team at Florida Neighborhood Realty can help you find the right home — from Windermere luxury homes in Isleworth and Keene's Pointe to waterfront homes on the Butler Chain. Browse Windermere homes for sale or contact us for personalized assistance.
*Disclaimer: The information on this page is for general informational purposes only. Store hours, locations, tenant rosters, and availability may change. Please verify current details directly with individual retailers before visiting. The inclusion of shopping centers, stores, and links on this site does not imply endorsement by the site owner. We are not responsible for the content, accuracy, or services of any linked sites. Store hours vary by location and may be extended during holiday seasons.
Last Updated: April 29, 2026
David Myers
