Places in Windermere
Windermere’s downtown: 149 places in a five-minute walk
221 places in Windermere: 14 places to eat and drink, 14 shops, 26 things to do and 2 places to stay. Local spots first, with directions to every one.
All places
221
72 per 1,000 residents
Eat & drink
14
4.5 per 1,000 residents
Shops
14
4 gifts
Things to do
26
13 outdoors · 2 arts · 2 landmarks
Places to stay
2
0.6 per 1,000 residents
What kind of places does Windermere have?
Read from every listing. The page puts what stands out first.
★ What stands out · The map
Where Windermere gathers
149 of Windermere’s 221 places sit within a five-minute walk of Main St.
149places in a five-minute walk of Main St67% of Windermere’s places
Eat & drink
See all →14 places to eat & drink
5 restaurants, 4 bars & breweries, 3 cafés & treats. Local spots first.
Shops
See all →14 shops
4 gifts & boutiques, 3 home & hardware, 1 clothing. Local spots first.
Things to do
See all →26 things to do
13 parks & outdoors, 9 fitness & sports, 2 arts & culture. Local spots first.
See all 13 parks & outdoors →
See all 9 fitness & sports →
Bellydance By Jennifer
Theaters and performance venues · 9300 Conroy Windermere Rd Unit 2254
Everyday
See all →143 errands & services
Groceries, gas, the barber, the vet, the bank.
Offices & pros 67The Pines at Windermere · Vintage Realty Group LLC · Suzi Karr RealtyHome services 16Ace Home Remodeling Inc. · Cabinet Installation Pros · Central Florida Drywall & ConstructionHair & beauty 12Bella Lash Lounge · Brows By Wink · Windermere Med Spa and SalonHealth care 11Windermere Center For Dentistry · Counseling Hope Windermere · My Passion Home CareBanks & insurance 7Crestville Accounting · Pence Financial Group - Windermere · Sara AsselinAuto & gas 3Rite Now Mobile Detailing · A+ Just Marine · Solution Rental FlóridaGroceries & convenience 2Tim's Wine Market · 535 LiquorsPets 1Furtastic mobile pet spaOther services 24Magnifica · Body Coach Personal Training · Kaly's Alterations of Windermere
Community
See all →22 schools, churches & public places
Where Windermere learns, worships and gets things done.
Schools & childcare 7Windermere Elementary School · The Art Room · New Academy IncPlaces of worship 5Family Church · Igreja da Família - Youth Ministry · Comunidade Batista Brasileira de OrlandoTown & public services 5Windermere Branch Library · Windermere Police Department · U.S. Post Office / WindermereCommunity groups 5OARS · The Bee2Bee Network · Pathway Ministries
Talk & tips
Favorites, openings and closings from Windermere neighbors.
Weigh in
Is Main Street Cafe the best place to eat in Windermere?
Your answer becomes a post in Town Square.
What’s missing?
Not on the map yet. It may just be missing.
No bakery listed ·
No pizza place listed ·
No grocery store listed ·
Share a tip
Some place details from Overture Maps (CDLA-Permissive-2.0), checked against the Census town line. Places added by neighbors go live once a second neighbor confirms them. Spot a mistake? Open the place and tap Edit mode.
How we sort and count
Each list puts neighbor favorites first (ratings and photos), then the most complete listings (a website, a phone number, a note), with local, independent spots ahead of national chains. Categories come from each place’s map category, so a café filed under “Shops” still shows up with the cafés. “A five-minute walk” is a quarter mile from the busiest spot on the map. Per-1,000 figures use the Census population.