What Home Buyers Should Know About Golf Cart Access in Windermere

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

The Windermere Golf Cart District is a network of approved streets in the Town of Windermere where residents can legally drive golf carts and low-speed vehicles between downtown businesses, parks, and neighborhoods. There is something special about being able to skip the car and cruise around town in a golf cart. Golf cart living in Windermere means being able to grab morning coffee, pick up a bite to eat, head to Windermere Elementary School, or enjoy a cool beverage in the evening. From the Friday farmers market and monthly food truck events to annual events like the Run Among the Lakes 5K/10K, experiencing…

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Trying to Decide Between Windermere and Winter Garden? 

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

For buyers considering neighborhoods around Orlando, especially Southwest Orlando, the conversation usually includes a comparison of Windermere and Winter Garden. This makes sense in many ways. Located next to each other, with a great selection of communities to choose from, access to Walt Disney World, and a wide range of homes, from townhomes and condos to lakefront estates. Both are also appealing to those seeking access to downtown, the I-4 corridor, and beyond. 

Windermere is known for its lake-centered lifestyle among the Butler Chain of Lakes with a small-town vibe, established communities, and close proximity…

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What are Surprising Facts About Windermere, FL?

Blog Author: Renee Funk | Co-Founder, Speaker, Trainer

Windermere, Florida, has deep roots in Central Florida, with a quaint downtown and a setting among the lakes that feel almost untouched by time. Established decades before the area’s major growth, the town has maintained its small-town vibe while also collecting its share of odd but true facts.

1. The Infamous Dirt Roads of Windermere

Why does Windermere still have dirt roads downtown? Originally, when the town of Windermere was being built, paving downtown sand streets was not a priority. Funding fell short, so the town's sandy dirt roads became part of its charm. More than 100 years later, the sand roads are still part of Windermere’s…

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Trying to Decide Between Windermere and Dr. Phillips? 

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

If you are looking for your next move in Orlando, whether relocating from out of state or across town, narrowing down the areas of the Orlando metro is typically one of the first decisions. And, if the decision is between Windermere and Dr. Phillips and you're not sure how they compare, this guide will help differentiate the two communities.

At a high level, these two areas feel like siblings. Both are located in Southwest Orlando and border each other (Windermere to the West, in the 34786 zip code, and Dr. Phillips to the East, in the 32836 & 32819 zip codes). Both offer well-established residential communities with a…

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The Latest Openings and Upcoming Developments in Windermere, Dr. Phillips, Winter Garden & Clermont

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

If you've been asking what's new in Southwest Orlando in 2026, this post covers the latest restaurant openings, business arrivals, and development projects across Windermere, Dr. Phillips, Winter Garden, Horizon West, and Clermont.

From new restaurants and coffee shops to beloved re-openings and major mixed-use developments and lifestyle additions, Southwest Orlando continues to evolve in ways that make communities like Windermere, Dr. Phillips, Winter Garden, and Clermont some of the most talked-about cities in Central Florida real estate.

Whether you're already a local…

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What’s the construction happening along Maguire Road & Main Street in Windermere?

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

If you’ve driven down Maguire Road & Main Street in recent weeks and wondered what the construction is along the road, you’re not alone.

The construction marks the beginning of the Ward Trail, a new multi-modal path that will connect parts of Windermere in a whole new way. Once finished, it’s expected to make daily movement safer and more convenient.

Located near the north end of town along Maguire Road and Main Street, extending over the canal connecting Lake Down to Wauseon Bay and beyond to Lake Butler, the project is already taking shape. From dirt movement and tree removal to the early…

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What started as a first date at Walt Disney World...

Blog Author: Renee Funk | Co-Founder The Funk Collection, Speaker, Trainer

Getting to know Jeffrey & Renee Funk, Co-Founders of The Funk Collection Real Estate Team, Windermere Residents & Local Business Owners

Who is Jeffrey G. Funk, P.A.?

~Dad of two boys, Husband Who is Jeffrey Funk eXp Realty?
~Orlando Resident since 1999
~27 Year Real Estate Professional
~Team Leader & Coach
~Co-Founder of The Funk Collection
~Is Proud to help buyers & sellers find their love of HOME, in Central Florida.
~Fan of Peloton
~The Negotiator you want in your corner
~Board Member on Edgewood Children's Ranch
~Hyper-Local Data Driven
~Founder of RealtyInOrlando.com (Founded 2006)
~Graduated from Arizona State, Go Sun Devils!
~Has decades of…

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The Real Story Behind Celebrity Homes & Disney Executives Living in Orlando

Blog Author: Renee Funk | Co-Founder The Funk Collection, Speaker, Trainer

A frequently asked question when researching the Orlando area is: Do celebrities live in Windermere? The short answer is yes. Over the years, professional athletes, musicians, and public figures have owned homes in Windermere, Dr. Phillips, and the surrounding communities around the Butler Chain of Lakes.

But that answer only tells part of the story.

To really understand why high-profile residents are drawn to the area, you have to look back several decades to the development of Walt Disney World. Long before celebrity homeowners arrived, the Southwest Orlando area was quietly attracting…

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What is the Difference between the Town of Windermere vs. The Windermere 34786 Zip Code?

Blog Author: Renee Funk | Co-Founder The Funk Collection, Speaker, Trainer

When considering a move to Windermere, Florida, buyers may not realize there are actually two distinct governance structures within the 34786 ZIP code. The Town of Windermere is an incorporated municipality with its own local town government. The remaining areas within 34786, while still considered Windermere by mailing address, are unincorporated Orange County and governed at the county level.

Both share the same ZIP code. Both share the Windermere name. But they operate differently. Here is what residents and future buyers should understand:

What Is the Town of Windermere?

…

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Experience Art In The Heart Of Downtown Windermere

Blog Author: Jen Durben | The Funk Collection, Brokered by eXP Realty

If you're searching for art in Windermere Florida or researching Windermere events in 2026, the Annual Windermere Fine Art Show belongs on your calendar. Celebrating 11 years of art, this yearly event brings the community together for live art, music, and interactive experiences in historic downtown Windermere, with FREE admission.

2026 Windermere Fine Art Show Must-Know Info

This year's event will be held on Saturday, February 28, from 11 am - 5 pm and on Sunday, March 1, from 10 am - 5 pm in downtown Windermere at Town Hall (520 Main Street). Outdoor art vendors will line Main Street along with local food vendors.…

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