Our annual Sleep in Heavenly Peace bunk bed build is fast approaching, and now you have another location to drop off your donations!
New, twin-sized bedding can be dropped off at Flippers Pizza Co. on Old Brick Road, or you can bring your donation to the Windermere PD lobby. The Windermere Police Department Foundation would like to thank Flippers for their partnership and support of this great cause!
As a reminder, the bunk bed build is coming up on Saturday, October 31st from 8 a.m. till noon at Town Square Park. If you would like to volunteer, click here to sign up: https://volunteer.shpbeds.org/opportunities/xBWeggpNcc
New, twin-sized bedding can be dropped off at Flippers Pizza Co. on Old Brick Road, or you can bring your donation to the Windermere PD lobby. The Windermere Police Department Foundation would like to thank Flippers for their partnership and support of this great cause!
As a reminder, the bunk bed build is coming up on Saturday, October 31st from 8 a.m. till noon at Town Square Park. If you would like to volunteer, click here to sign up: https://volunteer.shpbeds.org/opportunities/xBWeggpNcc
The Town of Windermere is now hiring an Administrative Assistant!
The Administrative Assistant is responsible for greeting citizens, directing the general public to appropriate departments for assistance, and answering citizen's questions regarding facility rentals, special events, and more.
If you're interested in applying, email your resume to Theresa Syphers at tsyphers@windermere.gov.
To view a full job description, or to see other employment opportunities, click here: https://www.town.windermere.fl.us/page/employment-opportunities
The Administrative Assistant is responsible for greeting citizens, directing the general public to appropriate departments for assistance, and answering citizen's questions regarding facility rentals, special events, and more.
If you're interested in applying, email your resume to Theresa Syphers at tsyphers@windermere.gov.
To view a full job description, or to see other employment opportunities, click here: https://www.town.windermere.fl.us/page/employment-opportunities
FREE ASL classes are starting soon! Join us starting Friday, October 9th for FREE American Sign Language classes!
The Town of Windermere, in partnership with Council Member Mandy David, is offering ASL classes for adults and teens. The 8-week course builds week to week, so consistent attendance is encouraged.
Details:
📍 Community Conference Room
Town of Windermere Administrative and Police Complex
614 Main Street, Building 100
🗓 Fridays
• ASL 1 (Beginner): 1:00–2:00 p.m.
• ASL 2 (Intermediate): 2:00–3:00 p.m.
There is no need to register in advance for this class. Please note, there will be no classes held on Friday, November 27th in observance of the Thanksgiving holiday.
The Town of Windermere, in partnership with Council Member Mandy David, is offering ASL classes for adults and teens. The 8-week course builds week to week, so consistent attendance is encouraged.
Details:
📍 Community Conference Room
Town of Windermere Administrative and Police Complex
614 Main Street, Building 100
🗓 Fridays
• ASL 1 (Beginner): 1:00–2:00 p.m.
• ASL 2 (Intermediate): 2:00–3:00 p.m.
There is no need to register in advance for this class. Please note, there will be no classes held on Friday, November 27th in observance of the Thanksgiving holiday.
Please join us in wishing a very happy birthday to our very own Mayor Andy Williams! 🎉
Thank you, Mayor Williams, for your ongoing service to the Town of Windermere and your dedication to making our community a more vibrant place for residents and visitors.
Thank you, Mayor Williams, for your ongoing service to the Town of Windermere and your dedication to making our community a more vibrant place for residents and visitors.
Planning to carve some pumpkins this Halloween season? Why not join your neighbors for a fun community gathering at the same time! 🎃
The Windermere Historic Preservation Board is hosting their 2nd Annual Pumpkin Carving Potluck on Sunday October 25th, from 4 to 6 p.m. for Town residents and their guests.
Bring your own pumpkin, carving tools, and a dish to share as we celebrate fall together. The event is free, but residents are asked to reserve their spot.
RSVP here: https://www.eventbrite.com/e/2nd-annual-pumpkin-carving-potluck-tickets-2002803231379
The Windermere Historic Preservation Board is hosting their 2nd Annual Pumpkin Carving Potluck on Sunday October 25th, from 4 to 6 p.m. for Town residents and their guests.
Bring your own pumpkin, carving tools, and a dish to share as we celebrate fall together. The event is free, but residents are asked to reserve their spot.
RSVP here: https://www.eventbrite.com/e/2nd-annual-pumpkin-carving-potluck-tickets-2002803231379
Looking for some fun fall activities to do with your little ones?
The Windermere Branch Library is hosting a StoryWalk and Fall Festival on Monday, October 12th! Stop by from 10:30 a.m. till noon to enjoy some fall-themed fun.
Recommended for ages 6-12. No registration required.
The Windermere Branch Library is hosting a StoryWalk and Fall Festival on Monday, October 12th! Stop by from 10:30 a.m. till noon to enjoy some fall-themed fun.
Recommended for ages 6-12. No registration required.
DISCUSSION TONIGHT: In case you missed our first Amendment 3 discussion with Windermere Town Manager Robert Smith, you have another chance to be part of the conversation!
Join us TONIGHT, October 1st at 6 p.m. to learn more about Amendment 3 and what it could mean for the Town and the services we provide to our residents.
Attend via Zoom:
https://us06web.zoom.us/j/85413920537?pwd=DUsMNRsxgfSh8LsnedEOtk0yEcBlak.1
Meeting chat link
https://us06web.zoom.us/launch/jc/85413920537
Meeting ID: 854 1392 0537
Passcode: 294911
“Pool Water Disposal”
Never drain pool or spa water into storm drains—it’s harmful to aquatic life.
Always drain onto grass or follow proper disposal guidelines.
For more information, visit our Stormwater Page: https://www.town.windermere.fl.us/page/stormwater
#NPDES #CleanLakes #IllicitDischarge
MAIN STREET CLOSURE TODAY:
A section of Main Street, from 2nd to 7th Avenue, will be closed this afternoon between 4:30 and 5:30 p.m.
Expect detours and delays in the area during this time, and please drive with caution.
A section of Main Street, from 2nd to 7th Avenue, will be closed this afternoon between 4:30 and 5:30 p.m.
Expect detours and delays in the area during this time, and please drive with caution.
COMMUNITY DISCUSSION TONIGHT: Amendment 3 could have a lasting impact on our local communities. Do you know what it could mean for yours?
Join the West Orange Chamber of Commerce for a Community Conversation with West Orange Mayors & Managers to hear directly from the local leaders who serve our communities.
We’ll discuss Amendment 3 and what it could mean for local services, our communities, and quality of life — while giving you the opportunity to ask questions and become a more informed voter.
September 30, 2026
6:00 PM
Ocoee Lakeshore Center
REGISTER HERE: https://biz.wochamber.com/.../amendment-3-town-hall-3213
Participating Municipalities: Apopka • Oakland • Ocoee • Windermere • Winter Garden
Moderator: Mike Eng, Editor & Publisher, Observer Media Group
Have a question you’d like addressed? Submit it in advance to info@wochamber.com.
Join the West Orange Chamber of Commerce for a Community Conversation with West Orange Mayors & Managers to hear directly from the local leaders who serve our communities.
We’ll discuss Amendment 3 and what it could mean for local services, our communities, and quality of life — while giving you the opportunity to ask questions and become a more informed voter.
September 30, 2026
6:00 PM
Ocoee Lakeshore Center
REGISTER HERE: https://biz.wochamber.com/.../amendment-3-town-hall-3213
Participating Municipalities: Apopka • Oakland • Ocoee • Windermere • Winter Garden
Moderator: Mike Eng, Editor & Publisher, Observer Media Group
Have a question you’d like addressed? Submit it in advance to info@wochamber.com.
Looking for a chance to give back in our community? Join us for the annual Sleep in Heavenly Peace bunk bed build on October 31st! 😴
Click here to sign up as a volunteer: https://volunteer.shpbeds.org/opportunities/xBWeggpNcc
This event, sponsored by the Windermere Police Department Foundation, helps provide safe, comfortable beds for children in our area.
Not able to volunteer? You can drop off new, twin-sized bedding at the Windermere Police lobby, or click the link to donate online: https://shpbeds.org/?form=FUNUMTJEYWB&CId=0014x000016wQq8
Click here to sign up as a volunteer: https://volunteer.shpbeds.org/opportunities/xBWeggpNcc
This event, sponsored by the Windermere Police Department Foundation, helps provide safe, comfortable beds for children in our area.
Not able to volunteer? You can drop off new, twin-sized bedding at the Windermere Police lobby, or click the link to donate online: https://shpbeds.org/?form=FUNUMTJEYWB&CId=0014x000016wQq8
Attention, drivers! ⚠
The Town of Windermere Public Works team will be out starting at 7 a.m. tomorrow, Tuesday, September 29th, performing landscaping work at the 5th and 6th Avenue roundabouts. The work is expected to last the remainder of the week.
Please allow extra travel time, and be cautious when driving through the area.
ATTENTION: MAIN STREET CLOSURE
A section of Main Street, from 2nd to 7th Avenue, will be closed on Wednesday, September 30th between 4:30 and 5:30 p.m.
Expect detours and delays in the area during this time, and please drive with caution.
A section of Main Street, from 2nd to 7th Avenue, will be closed on Wednesday, September 30th between 4:30 and 5:30 p.m.
Expect detours and delays in the area during this time, and please drive with caution.
Amendment 3 could have a lasting impact on our local communities. Do you know what it could mean for yours?
Join the West Orange Chamber of Commerce for a Community Conversation with West Orange Mayors & Managers to hear directly from the local leaders who serve our communities.
We’ll discuss Amendment 3 and what it could mean for local services, our communities, and quality of life — while giving you the opportunity to ask questions and become a more informed voter.
September 30, 2026
6:00 PM
Ocoee Lakeshore Center
REGISTER HERE: https://biz.wochamber.com/.../amendment-3-town-hall-3213
Participating Municipalities: Apopka • Oakland • Ocoee • Windermere • Winter Garden
Moderator: Mike Eng, Editor & Publisher, Observer Media Group
Have a question you’d like addressed? Submit it in advance to info@wochamber.com.
Attention, drivers! ⚠
The Town of Windermere Public Works team will be out tomorrow, Monday, September 28th, from 7:00 a.m. to 4:00 p.m. performing landscaping work at the Park Avenue roundabout.
Please allow extra travel time, and be cautious when driving through the area.
The Town of Windermere Public Works team will be out tomorrow, Monday, September 28th, from 7:00 a.m. to 4:00 p.m. performing landscaping work at the Park Avenue roundabout.
Please allow extra travel time, and be cautious when driving through the area.
ATTENTION: We are experiencing technical issues with gates that require a code to access Town of Windermere parks and amenities.
Residents may not have access using their codes through the weekend, but we are working to resolve the issue.
The Town of Windermere apologizes for the inconvenience, and we thank you for your patience.
Residents may not have access using their codes through the weekend, but we are working to resolve the issue.
The Town of Windermere apologizes for the inconvenience, and we thank you for your patience.
Looking to learn something new? Join us starting Friday, October 9th for FREE American Sign Language classes!
The Town of Windermere, in partnership with Council Member Mandy David, is offering ASL classes for adults and teens. The 8-week course builds week to week, so consistent attendance is encouraged.
Details:
📍 Community Conference Room
Town of Windermere Administrative and Police Complex
614 Main Street, Building 100
🗓 Fridays
• ASL 1 (Beginner): 1:00–2:00 p.m.
• ASL 2 (Intermediate): 2:00–3:00 p.m.
There is no need to register in advance for this class. Please note, there will be no classes held on Friday, November 27th in observance of the Thanksgiving holiday.
The Town of Windermere, in partnership with Council Member Mandy David, is offering ASL classes for adults and teens. The 8-week course builds week to week, so consistent attendance is encouraged.
Details:
📍 Community Conference Room
Town of Windermere Administrative and Police Complex
614 Main Street, Building 100
🗓 Fridays
• ASL 1 (Beginner): 1:00–2:00 p.m.
• ASL 2 (Intermediate): 2:00–3:00 p.m.
There is no need to register in advance for this class. Please note, there will be no classes held on Friday, November 27th in observance of the Thanksgiving holiday.
You can help ensure every child in our area has a safe and comfortable place to sleep at night!
Donations are needed for the Windermere Police Department Foundation's annual Sleep in Heavenly Peace bunk bed build. Drop off new twin-sized bedding at Windermere PD, located at 614 Main Street, or click the link below to make a donation.
https://shpbeds.org/chapter/fl-orlando/
*When making a donation online, please click the "add comment" option in the donation portal to specify your gift is for the October 31st build happening in Windermere.*
Donations are needed for the Windermere Police Department Foundation's annual Sleep in Heavenly Peace bunk bed build. Drop off new twin-sized bedding at Windermere PD, located at 614 Main Street, or click the link below to make a donation.
https://shpbeds.org/chapter/fl-orlando/
*When making a donation online, please click the "add comment" option in the donation portal to specify your gift is for the October 31st build happening in Windermere.*
Halloween is just around the corner, and the Town of Windermere is ready to celebrate! 🎃
Join us Saturday, October 24th for our annual Halloween Hayride & Costume Parade. The fun starts at 9:30 a.m. at Town Hall! 👻
Join us Saturday, October 24th for our annual Halloween Hayride & Costume Parade. The fun starts at 9:30 a.m. at Town Hall! 👻
DISCUSSION TONIGHT: We're getting closer to a vote on Constitutional Amendment 3, and the Town of Windermere wants to keep you informed when it comes to how the proposed changes could impact our community.
Join Town Manager Robert Smith for discussions via Zoom tonight, September 23rd and next Thursday, October 1st. Get your questions answered and learn more about what this legislation could mean for the Town and the services our residents depend on.
To attend the September 23rd discussion:
https://us06web.zoom.us/j/83155380635?pwd=BaRART7shUhyFNHc69uP9IZaaioPYo.1
Meeting chat link
https://us06web.zoom.us/launch/jc/83155380635
Meeting ID: 831 5538 0635
Passcode: 049352
Join Town Manager Robert Smith for discussions via Zoom tonight, September 23rd and next Thursday, October 1st. Get your questions answered and learn more about what this legislation could mean for the Town and the services our residents depend on.
To attend the September 23rd discussion:
https://us06web.zoom.us/j/83155380635?pwd=BaRART7shUhyFNHc69uP9IZaaioPYo.1
Meeting chat link
https://us06web.zoom.us/launch/jc/83155380635
Meeting ID: 831 5538 0635
Passcode: 049352
