The evenings are finally a little cooler, and the fall lineup around The Villages is heating up. This week brings a night of comedy at the Old Mill Playhouse, an Italian-American evening with The Villages Philharmonic, and a 90s country tribute at The Sharon. We've also got a heads-up on a Florida tax rule that can surprise your heirs.
Local Events
Jeff Shaw LIVE | Epic Old Mill Playhouse, Lake Sumter Landing | Saturday, Oct 10, 6:30 PM
An evening of funny stories, sharp wit, and audience interaction from a comedian who keeps the whole room laughing.
For: Adults and Seniors
American Italian Celebration | The Sharon, The Villages | Tuesday, Oct 13, 7:00 PM
The Villages Philharmonic and three guest artists celebrate Italian American music in one evening concert.
For: Adults and Seniors
Jeremy McComb's Honky Tonk Circus Tour | The Sharon, The Villages | Friday, Oct 16, 7:00 PM
A high-energy tribute to the 90s country hits you still know every word to.
For: Adults
Daily news for curious minds.
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Explore Florida
A Day in Ave Maria, Florida's Fast-Growing Planned Town
Out in eastern Collier County, Ave Maria is a planned town built around a striking oratory in the middle of its walkable town square. You know a thing or two about planned towns, so this one is fun to compare on your next trip to the Gulf Coast.
Grab Your Quarter: This Week's ALDI Deals
Fall baking staples, weekly meat specials, and those fun ALDI Finds you didn't know you needed.
What's your favorite way to spend a fall weekend?
Retirement and Money
The Florida Tax Surprise Waiting for Your Heirs
When a homesteaded Florida home passes to the kids, the Save Our Homes cap goes away and the tax bill can jump. In a 55+ community, heirs under 55 may own the place but not be allowed to live in it.
Key Takeaway: A quick talk with your estate attorney or CPA now can spare your family a surprise later.
Healthy Living
The Afternoon Habit That May Be Bugging Your Gut
EatingWell explains how a common afternoon habit can throw off your digestion, plus simple fixes with fiber, water, and fermented foods.
Key Takeaway: A few small swaps in the afternoon can add up to a happier gut.
Seasonal Tip
Fall Is Planting Season. Skip These Mistakes.
Cooler weather makes fall a great time to plant in Florida, and the Florida Times-Union rounds up the most common planting mistakes and how to avoid them. There's even a free Florida-friendly plant guide you can download.
Luxury Living

$1,150,000 | Pool, Spa, and Sunsets Over the Water
4BR / 2BA Villages home with a private screened pool and spa, a fire table for cool evenings, and a peaceful water view where the sandhill cranes like to stop by. Your own little resort, right in the backyard.
Listed by Tammy Freilich.
Market Pulse
Active / Pending / Sold, week of 9/27/26-10/3/26:
County | Active | Pending | Sold |
|---|---|---|---|
Sumter | 58 | 46 | 57 |
Median and average SOLD price, last 30 days (9/5/26-10/5/26 MLS report):
County | Median Sold Price | Average Sold Price |
|---|---|---|
Sumter | $333,990 | $407,299 |
What it means: closed sales nearly matched new listings one for one this week, and homes that sold this past month went under contract in about six weeks at roughly 98% of asking, so well-priced homes in Sumter County are still moving.
Based on information from Stellar MLS and sourced by RE/MAX Premier Realty for the period 9/27/26-10/3/26 (Active/Pending/Sold) and 9/5/26-10/5/26 (median and average sold price), for Residential properties in Sumter County. VLS data not included.
Sponsor
RE/MAX Premier Realty Vacation Rentals and Property Management
Only here part of the year? Our local team can rent out your Villages home while you're away, so it earns income instead of sitting empty. Call 352-460-4633 for vacation rentals, or 352-671-7653 for long-term rentals.
Closing
That's it for this week. Providing The Villages community with clear, data-driven home insights. Know a neighbor in The Villages who'd enjoy this newsletter? Forward this email or have them sign up right here: sign up here.
