A real Saturday in Winter Garden, from the farmers market to Hamlin and everything in between

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

There is something special about living in Southwest Orlando, and the way people spend their Saturday mornings, especially in Winter Garden, can turn an ordinary day into a weekly tradition you look forward to. So, what does one do on a Saturday in Winter Garden? It often starts with a leisurely stroll around the famous Winter Garden Farmers Market, coffee in hand, and maybe a breakfast sandwich, selecting your week's produce, and perusing the many booths. Later, life may take you south to Winter Garden Village or Hamlin for your weekly food shop or for any home project you are…

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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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Experience the West Orange Trail Like A Local

Your Local Guide to the West Orange Trail in Winter Garden, Oakland, Ocoee, and Apopka, Florida

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

The West Orange Trail has gained popularity over the years with both visitors and local trail enthusiasts, and most people in Central Florida have heard of it, but knowing of a trail and really knowing the trail are two very different things. This local guide to the West Orange Trail in Winter Garden, Oakland, Ocoee, and Apopka highlights hidden gems, food stops, and can’t-miss experiences along one of Central Florida’s most popular trails. If you're not familiar, here's a quick overview:

Quick Facts about the West Orange Trail

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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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From Windermere To Ocoee for Doughnuts?

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

Downtown Ocoee DG DoughnutsNot to discount any of the local bakeries in Windermere, there are some fantstic places to get a sweet treat, but there is a small shop in downtown Ocoee that makes the short drive worth it every time.

DG Doughnuts sits on McKey Street in downtown Ocoee, just 5.5 miles from downtown Windermere. What started in a home kitchen and later inside a gas station in Oakland has grown into a downtown staple.

DG Doughnuts built a following for its variety of specialty yeast doughnuts, known for rotating flavors that shift with the seasons and holidays. As demand grew, the show expanded into a larger space in downtown Ocoee, complete with…

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Update On Newly Approved Routes & Included Communities

Blog Author: Jeffrey Funk | Co-Founder, The Funk Collection, Brokered by eXP Realty | ICON Agent

Winter Garden Golf Cart DistrictGetting around Winter Garden by golf cart has just become more accessible with the recent approval by the Winter Garden City Commission to expand the city's Golf Cart District. The expansion extends existing routes south Downtown Winter Garden and spans to the east and north of downtown. As part of the process, speed limits on several roads were lowered in November ahead of the vote, a key factor in allowing additional streets to qualify for golf cart use. The expansion adds several new communities to the district as well, adding more accessibility for area residents.

Winter Garden…

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When Living Near The Magic Turns Fandom Into Something Lived, Not Just Visited.

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

Funk Family at Magic KingdomThere is a difference between visiting a place and living inside a lifestyle. For us, living in Windermere means waking up in a town where community still matters, where schools are not just buildings but relationships, and where daily life includes something a little bit magical just down the road.

It also means we get to be fans. Not in the surface-level, tourist way. In the deeply woven, we get to include WDW into the family lifestyle.

Fans of living in Windermere.
Fans of raising the family in Windermere.
Fans of the memories made in and around Southwest Orlando.
Fans of building a…

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The history behind Windermere’s parks, paths, and lake access

Blog Author: Jeffrey Funk | Co-Founder, The Funk Collection, Brokered by eXP Realty | ICON Agent

Windermere, Florida, is often described as a small lake town in Central Florida. That part is true. Much of daily life here quietly revolves around parks, paths, courts, and water access, and that has been the case for a long time

Long before Windermere became a place people actively searched for when planning a move, parks and recreation were already part of the town’s thinking. Not as extras. Not as leftover land. As part of how the town worked.

Parks Showed Up Early, Not After Growth

Fernwood Park was formally designated in 1920, when Windermere was still very small. By the…

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Your Go-To Orlando Event Guide to festivals, races, parades, and more

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

January in Central Florida feels like a collective exhale. Locals know it means cooler mornings, and so much to do around Orlando and its surrounding communities. It's one of our favorite months to get out and explore. From races and cultural festivals to neighborhood gatherings and outdoor celebrations, January offers a taste of day-to-day life here. Not rushed. Not sleepy. Just active in the right ways.

Below is a curated look at some of the top January 2026 events happening across Orlando, Winter Garden, Oakland, Celebration, Disney, and nearby areas. The kind of events locals plan weekends around,…

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What locals say matters most when considering a move to Clermont

Blog Author: Jeffrey Funk | Co-Founder, The Funk Collection, Brokered by eXP Realty | ICON Agent

People often ask what living in Clermont, Florida, actually feels like, especially when comparing it to other Central Florida cities. Part of the answer shows up right away in the landscape. Rolling hills, lakes, and open views give Clermont a sense of familiarity that sets it apart from much of the region.

When people take the time to explore Clermont, it often feels less like a discovery and more like a place that already feels like home.

What does day-to-day life in Clermont feel like?

Daily routines in Clermont are shaped by access and convenience rather than constant…

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