Premier Communities
Clermont
Nestled among gentle hills and sparkling lakes, Clermont offers a stunning setting for refined lakeside living.
- Scenic Hills
- Waterfront Communities
- Resort Comforts
Exclusive listings. Exceptional living.
Exclusive listings. Exceptional living.
About Lakeside Realty Windermere
Lakeside Realty Windermere is a boutique real estate office in downtown Windermere. Since 2006, founders Loren Williams and Kevin Sullivan have built a team known for deep knowledge of Southwest Orange County and beyond. From lakefront estates on the Butler Chain to new homes in Horizon West, our focus is simple: putting clients' needs first.
500+
Properties Sold
1000+
Satisfied Clients
25+
Years Experience
About Lakeside Windermere Realty
We are Central Florida's premier real estate experts, dedicated to helping you find your dream home in the region's most sought-after communities. With decades of experience and a commitment to personalized service, we turn your real estate goals into reality.
500+
Properties Sold
1000+
Satisfied Clients
25+
Years Experience
Premier Communities
Windermere
An exclusive lakefront community known for luxury estates, pristine golf courses, and the famous Butler Chain of Lakes.
- Luxury Estates
- Golf Communities
- Lake Access
Winter Garden
Historic charm meets modern luxury in this vibrant community featuring downtown attractions and upscale neighborhoods.
- Historic Downtown
- New Developments
- Family Friendly
Winter Park
Cultural sophistication, boutique shopping, and tree-lined streets with elegant historic homes and luxury condos.
- Cultural District
- Boutique Shopping
- Historic Charm
Quick Searches
Quick Searches
Featured Properties
Featured Properties
Featured
$1,500,000
1925 S Atlantic Ave Unit 502
Daytona Beach, FL 32118
4 Beds
3 Baths
2,927 sqft
Featured
$1,299,999
17556 Deer Isle Cir
Winter Garden, FL 34787
4 Beds
4 Baths
3,214 sqft
Featured
$768,900
15305 Shady Ln
Tavares, FL 32778
4 Beds
3 Baths
2,601 sqft
Start Your Journey Today
From starter homes to luxury estates, we’re
here to help you find the place that feels right.
Get In Touch
Phone
407-876-5575
Email
info@lakesidewindermere.com
Office
430 Main St.
Windermere, FL 34786
Windermere, FL 34786
Hours
Mon - Fri | 9am - 4pm
Closed Sat and Sun
Closed Sat and Sun
Ready to Work
With Our Team?
Let us help you find your dream home or sell your property with our expert guidance and personalized service.
© 2025 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.9/21/2025 11:14 AM CST
© 2025 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.9/21/2025 11:14 AM CST
© 2025 Lakeside Windermere Realty. All Rights Reserved. Powered by Qorus
© 2025 Lakeside Windermere Realty. All Rights Reserved. Powered by Qorus