October 2025

Fall has arrived in Central Florida! The days are getting slightly cooler, the holidays are on the horizon, and it’s the perfect season to focus on home, community, and connection. This time of year brings a unique energy, families are settling into routines, neighbors are coming together for seasonal events, and many buyers and sellers are making their moves before the year ends.

 

Sweet Deals & Dream Homes: Winding Bay Community

We had an incredible time hosting the Sweet Deals & Dream Homes in the Winding Bay community event! Guests explored eight beautiful open houses, connected with our team, and got a taste of what makes this neighborhood so special.

The best part? Those who toured the homes were treated to free Mister Softee ice cream, the perfect sweet ending to a fun afternoon of house-hunting. From casual conversations to discovering dream homes, the day captured everything we love about bringing people and community together.

Didn’t make it this time? We’d love to see you at our next event! Stay tuned for details, and come be part of our next event.

 

Current Market Trends

The Fed’s recent rate cut, the first in nearly a year, is already sparking momentum across Central Florida, and with more cuts expected, buyers are jumping back in. Showings and offers are climbing as affordability improves, while sellers benefit from renewed demand.

Key Takeaways:

  • The rate cut is energizing buyers, with more reductions likely ahead

  • Inventory is still building, giving buyers options and leverage

  • Sellers will win when pricing strategically and showcasing standout presentation

This fall market is shaping up to be active and competitive on both sides. Want to know how to position yourself best? Let’s connect.

Let’s Chat!

 

Featured Listings

1720 NW 20TH AVE, CRYSTAL RIVER

726 BLACK EAGLE DRIVE, GROVELAND

6734 BRIDGEWATER VILLAGE, WINDERMERE

See What’s On the Market

 

Neighborhood Spotlight: Winter Garden

Nestled just west of Orlando, Winter Garden is one of Central Florida’s most beloved communities. Known for its historic downtown, tree-lined streets, and family-friendly atmosphere, it offers a perfect blend of small-town charm and modern convenience.

 

A Lifestyle That Delivers

Downtown Winter Garden is the heart of the community, where you’ll find:

  • The award-winning Winter Garden Farmers Market

  • Locally owned restaurants, coffee shops, and breweries

  • The West Orange Trail - perfect for walking, running, and cycling

Natural Beauty & Recreation

Beyond its historic core, Winter Garden is surrounded by opportunities for outdoor living:

  • Scenic lakefront neighborhoods and waterfront parks

  • Easy access to the West Orange Trail and Central Florida’s nature preserves

  • Golf courses and recreational facilities for active lifestyles

A Place to Call Home

From historic homes to new master-planned communities, Winter Garden has something for everyone:

  • Beautifully restored homes near downtown

  • Family-friendly neighborhoods with community pools and amenities

  • Easy access to major highways and top-rated schools

Winter Garden continues to attract families, professionals, and retirees alike, offering a unique lifestyle that balances community warmth with Central Florida convenience.

Featured Listings in Winter Garden

284 DONALD DRIVE

7519 MANDARIN GROVE WAY

8955 LAKESHORE POINTE DR

Check out all Winter Garden Listings to learn more or schedule a showing.

About the Area

 

Local Business Spotlight

Plant Street Market

426 W Plant Street, Winter Garden

In the heart of downtown Winter Garden, Plant Street Market is a must-visit destination for foodies and families alike. This indoor artisan market is home to a variety of local vendors offering everything from fresh-baked pastries and gourmet eats to organic juices and handmade goods.

It’s also the home of Crooked Can Brewing Company, one of Central Florida’s most popular craft breweries. With live music, outdoor seating, and a lively weekend atmosphere, Plant Street Market captures the community spirit that makes Winter Garden so special.

 

Meet the Team: Christalea Sherry-Maltby

Christalea brings a calm confidence and a true people-first approach to every step of the real estate journey. She takes the time to really listen, making sure each client’s goals feel clear and achievable - whether it’s buying a first home or selling a longtime one. With a background in business and marketing, Christalea blends strategy with heart, helping clients feel informed, supported, and at ease. Her clients often share how much they value her honest communication, steady guidance, and care that extends well beyond closing.

For Christalea, real estate is more than a transaction, it’s about helping people feel right at home.

Meet the Team

Christalea Sherry-Maltby

 

Client Testimonials

I met Zach last year when he became our agent for the sale of our home in Sanford and let me tell you we fell in love with him. He has been extremely professional and knowledgeable of the industry and the needs of both buyers and sellers. Add to those skills the hospitality presence that he exhibits, and he is a powerhouse. He was able to get us full price on the home and sold in record time. Move the clock to December when I am fed up with the RV Vacation life and wanted a home in record time as well. Well, let me tell you he didn’t disappoint. This time we knew what we wanted to buy but were stuck in Hardeeville SC, so we sent out our trusty neighborhood realty guru on the mission. We trust him so much that we made an offer on the house with only a face time call with him of him walking the property we were interested in. Had it not been for his professionalism and attention to detail to the documents, we would have lost on this house as the offers were starting to come through with the new 50K drop the previous owners had made. After a harrowing 25 days because of seller delays we finally closed. I highly recommend Zachary and feel he is a valuable asset to any client.

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