Casual and Family Dining at The Grove, Lakeside Village, and Summerport
A grounded guide to Windermere's three neighborhood-center dining hubs — what's actually casual, what's not, and which one fits your family
Windermere's casual and family dining is concentrated at three neighborhood centers: The Grove at Isleworth (4744 S. Apopka-Vineland Road), Lakeside Village Center (7880 Winter Garden Vineland Road), and Cornerstone at Summerport (13450 Summerport Village Parkway). Each is anchored by a Publix grocery store. The Grove is the largest at roughly 260,000 square feet and skews more upscale, with Hawkers, Chipotle, BurgerFi, and Panera as its more approachable options. Lakeside Village covers the southwest corridor with First Watch, McDonald's, Starbucks, Jumbo Sushi, and Manzzo Italian. Cornerstone at Summerport is the smallest of the three and anchors the CR 535 corridor with Bella Tuscany, Stromboli, Subway, and Summer Palace.
Here's the honest version: not every restaurant at these three centers is "casual," and not every spot is great for kids. The Grove in particular leans more upscale than the article title suggests. But if you're a family who actually lives in Windermere and you're trying to figure out where to grab a Tuesday-night dinner without driving to Sand Lake Road, these are the three plazas you'll cycle through.
So let's break down what's at each one, who it's really for, and how the geography sorts out across the 34786 ZIP code.
The Grove at Isleworth: The Big One on Conroy-Windermere
The Grove sits at the southwest corner of Conroy-Windermere Road and South Apopka-Vineland Road, right at the south entrance to Isleworth. It's by far the largest of the three centers — a 260,000-square-foot mixed-use development with Class A office space upstairs and a Publix, LA Fitness Signature Club, and Chase Bank as its non-restaurant anchors.
On the dining side, The Grove is a mix. Dexter's of Windermere and The Vineyard Wine Bar are sit-down dinner restaurants that creep into date-night territory. The genuinely casual lineup is broader: Hawkers Asian Street Food, Chipotle, BurgerFi, Panera Bread, a drive-thru Starbucks, Jeremiah's Italian Ice, Dim Dim Sum, Island Fin Poke, and Jag Cantina. Hawkers is the standout — sharable, kid-tolerant, and one of the most reliable casual rooms on the west side of Orlando.
The honest take: The Grove is upscale-leaning by design. It's the cluster Tavistock built for the Isleworth household, with average household incomes inside a one-mile radius reportedly above $125,000. If you want polished-casual chains your kids already know, this is the one. If you want a $9 sub and a tray of pizza, keep reading.
Best Grove Picks by Use Case
- Weeknight family dinner: Hawkers, Chipotle, BurgerFi
- Quick lunch from work: Panera, Island Fin Poke, Dim Dim Sum
- Treat after a Disney day: Jeremiah's Italian Ice
For full coverage of the upscale side of this center, see our companion piece on The Grove at Isleworth as Windermere's upscale shopping and dining center.
Lakeside Village Center: The Southwest Corridor's Workhorse
Lakeside Village Center sits at 7880 Winter Garden Vineland Road, technically in Windermere's 34786 ZIP code but right at the boundary with Horizon West. Locals use both names. If you live in Lakeside, Lakeside Village, Lakes of Windermere, or Windermere Trails, this is your default plaza.
Dining-wise, Lakeside Village is the most genuinely "family" of the three. Anchored by Publix, the center includes First Watch (the daytime breakfast and brunch chain locals routinely cite as the area's best), Starbucks, McDonald's, Jumbo Sushi, Domino's Pizza, Planet Smoothie, and a French Café for pastries. The adjacent Westside Shoppes (just north of the main center) added Manzzo Italian, Keke's Breakfast Café, Gators Dockside, Panera Bread, and Little Greek Grill — together they essentially function as one extended dining cluster.
The reason this corridor matters: it's the closest substantial dining hub for the Summerport-side neighborhoods that are inside the practical Disney commute radius. Drive times to the parks from this stretch run roughly 10 to 15 minutes via SR 429 south to Western Way.
Cornerstone at Summerport: The CR 535 Daily-Needs Plaza
Cornerstone at Summerport — 13450 Summerport Village Parkway, just south of Winter Garden Vineland Road on CR 535 — is the smallest and most utilitarian of the three. It's anchored by Publix #1106 (44,271 square feet) and built primarily for the residents of Summerport, Lakeside, Lakes of Windermere, and Windermere Trails who need to grab groceries, a haircut, and dinner in one stop.
The dining is short and specific:
- Bella Tuscany — a family-owned Italian restaurant with a Wine Spectator–recognized 700+ bottle wine list, handmade pasta, and wood-fired pizzas. Punches well above what a strip-mall location would suggest.
- Stromboli — a 1,400-square-foot pizza spot in the everyday-pizza-night slot.
- Subway — exactly what it says.
- Summer Palace — a small Asian eatery in the 1,540-square-foot end of the strip.
That's the entire dining roster. Bella Tuscany is the reason most Windermere residents drive here on purpose; everything else is convenience. Cornerstone also houses Knightly Spirits, Woof Gang Bakery, a UPS Store, Hair Cuttery, and a Subway-adjacent ecosystem of services. If you live closest to the Orlando Health Medical Pavilion Summerport, this is the plaza you'll know best.
Which Center Fits Which Neighborhood?
A quick sort by where you actually live:
- Isleworth, Tildens Grove, Casa Del Lago, Bellaria, downtown Windermere: The Grove at Isleworth is closest.
- Summerport, Lakeside, Lakes of Windermere, Windermere Trails: Cornerstone at Summerport for daily needs; Lakeside Village for sit-down dinner.
- Keene's Pointe, southern Butler Chain neighborhoods: Cornerstone is closest, with Lakeside Village a short additional drive south.
For broader options, our Windermere restaurants and dining guide covers Main Street's downtown spots and the Sand Lake Road Restaurant Row piece covers the upscale corridor 10 minutes east in Dr. Phillips. For shopping logistics at all three plazas, see our Windermere shopping guide.
What the Locals Know
The shorthand most Windermere residents use: The Grove for polished-casual chains and date-night sit-downs, Lakeside Village for everyday family meals and breakfast, Cornerstone at Summerport for grocery-and-pizza-night runs. None of the three is exclusively casual, and treating them as interchangeable will put you at a Dexter's reservation when you wanted a McDonald's drive-thru.
One more practical note: all three centers have ample parking and run on standard suburban Florida hours. Hawkers and Bella Tuscany are the two spots worth a reservation on weekends; everything else is walk-up.
For Tavistock's official tenant list and leasing details at The Grove, visit The Grove at Isleworth.
Trying to pick the right Windermere neighborhood for your family's dining and commute priorities? Browse our Windermere homes for sale hub or contact us for personalized guidance on which corridor — Isleworth, Summerport, or downtown — actually fits your day-to-day.
