Courtesy: ISLEWORTH REALTY LLC
407-909-9000
Featuring 713 feet of pristine waterfront along the shores of beautiful Lake Down in Windermere, this exceptional peninsula property encompasses 2.79 acres with water wrapping around multiple sides, offering extraordinary privacy and panoramic views. With direct access to the Butler Chain of Lakes, it’s perfect for boating, paddleboarding, skiing, and embracing the ultimate lake life lifestyle. A rare opportunity on one of Central Florida’s most coveted lakes, the lot provides the freedom to design and build a custom estate tailored to your vision — all with no HOA restrictions. Permit-ready plans are available for purchase separately, allowing a buyer to break ground in as little as two months. Enjoy the serenity of true waterfront living while remaining just minutes from world-class dining, shopping, and entertainment. Peninsula properties of this scale and setting are incredibly rare — this is a lakefront opportunity not to be missed. Permit-ready architectural plans are available for purchase separately. With buyer’s due diligence and municipal approval, construction may begin in approximately two months.
Courtesy: JULIAN PROPERTIES, INC.
407-291-4900
WELCOME TO PARK AVENUE. An extraordinary opportunity awaits on 1 acre of prime lakefront with coveted southeastern exposure and sweeping panoramic views. Perfectly positioned along the pristine shoreline of Lake Butler on the renowned Butler Chain of Lakes, this exclusive homesite is located within one of Windermere’s most desirable gated enclaves—Chaine Du Lac. Offering the rare distinction of gates within the gates, the property ensures exceptional privacy and security for the custom estate envisioned here. With 100 feet of direct lake frontage, the setting delivers stunning water views and front-row access to the natural beauty, wildlife, and lifestyle that define Florida lakefront living. Property offers a 3' block seawall and NO HOA. All of the benefits of a secure gated community but the freedom to build your dream without restrictions. This is a truly rare canvas to bring your vision to life in one of Central Florida’s most prestigious waterfront communities. The possibilities are as expansive as the views. Schedule your private showing today. Adjacent 1 acre lot with dock also available for sale with purchase. Additional information and pricing available upon request.
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with WATER FRONTAGE. At present, the property includes an older 5,000 sq ft home (5 bedrooms, 3.1 baths) and an oversized four car garage, which can serve as a temporary residence or teardown to make way for your vision. Why this property stands out, Unmatched location: Situated on the east side of Windermere, with convenient access from Conroy Windermere Road and Apopka Vineland. Windermere prestige, Offers the cachet of a WINDERMERE ADDRESS and proximity to luxury amenities. Prime access: Minutes to Isleworth Country Club, Bay Hill, and downtown Windermere. Development upside: Ready canvas for luxury estates in one of Central Florida’s most desirable waterfront corridors. Whether you’re a developer, custom builder, or investor, this is your opportunity explore and deliver truly exceptional homes in a highly sought-after market. Property is also listed as residential MLS # O6355233
Courtesy: RE/MAX PRIME PROPERTIES
407-347-4512
A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer to verify approval and permitting status directly with the county and/or Town of Windermere. The homesite has already been thoughtfully elevated, offering enhanced sightlines, improved drainage, and an ideal foundation for a future luxury residence. Located just minutes from downtown Windermere, top private schools, championship golf courses, and the area’s finest dining and amenities, this parcel delivers an unmatched setting for a world-class estate. Opportunities of this caliber are increasingly limited—secure a premier position in the “Town Among the Lakes” and bring your dream home to life on one of Old Windermere’s most desirable homesites.
Courtesy: REAL BROKER, LLC
855-450-0442
Almost half an acre located on Main Street in the Town of Windermere
Courtesy: PREMIUM PROPERTIES R.E. SERVICE
407-380-2800
Welcome to Chaine Du Lac- one of Windermere's most exclusive gated enclaves. This prime 1.02-acre cul-de-sac lot is one of only TWO homesites remaining among just 44 custom-built estate residences, offering a rare opportunity to design your private luxury retreat. The property is cleared, level, and fully equipped with utilities, making it truly build-ready. Enjoy the tranquility of oversized lots, pristine surroundings, and the prestige of a high-end, HOA-maintained community. Ideally situated just minutes from Disney, world-class golf, and charming Downtown Windermere, this exceptional parcel delivers both privacy and prestige. Secure your place among Central Florida's finest. Opportunities like this do not come twice.
Courtesy: UPSIDE REAL ESTATE INC
407-308-5750
Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.
Courtesy: REGENCY REAL ESTATE LLC
407-469-5021
Welcome to Quail Cove Court—an exceptional opportunity to own 1.44 acres in the highly sought-after Windermere area. Nestled within the desirable Windermere Downs community yet not subject to an HOA, this homesite offers privacy, flexibility, and the freedom to design and build your dream residence with the builder of your choice. The property is well-positioned at the end of a quiet residential street and surrounded by mature trees, creating a serene setting while still being close to everything hat makes Central Florida an ideal place to call home. With natural gas available on site, your future home can enjoy the modern efficiencies and conveniences today’s buyers are looking for. Families will appreciate the location within A-rated Windermere schools, along with easy access to renowned private schools, shopping, dining, and major roadways. Minutes away, you’ll find the charming Town of Windermere, famed Butler Chain of Lakes, and the area’s best golf courses and recreational amenities. This is a rare chance to secure a large homesite in Windermere—without the restrictions of an HOA—where you can bring your vision to life and create the custom estate you’ve always imagined.
Courtesy: REAL BROKER, LLC
855-450-0442
Vacant Land – ½ Acre in Windermere Build your dream home or secure a smart investment in one of Central Florida’s most highly desired communities—Windermere! Spacious ½ acre lot with endless possibilities Prime location in the heart of Windermere Surrounded by A+ rated schools Easy access to shopping, dining, and major highways Rare opportunity in a highly desirable area Development plans available with owner approval Whether you’re ready to design your forever home, invest for future growth, or simply hold in a market with limited inventory, this property delivers unmatched potential in a location that buyers seek out year after year.
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of the Butler Chain of Lakes and the charm of Windermere’s quaint, Southern-style downtown, this premium lot provides the ideal setting for elegant, personalized living. Element Home Builders is renowned for creating custom homes where beauty, innovation, and functionality come together seamlessly. Each residence is thoughtfully tailored to reflect the unique lifestyle, dreams, and needs of its owners. From lush landscaping to distinctive architectural design, every detail showcases quality craftsmanship, comfort, and timeless value. Residents enjoy convenient access to top-rated schools, championship golf courses, boutique shopping, and lakeside recreation—all within a peaceful, private setting. Don’t miss your chance to be part of this exceptional community. This is the last lot available—a truly rare offering to design and build your custom home with one of the area’s most respected builders. Contact us today for more information and to begin planning your dream home in The Reserve at Windermere.
Windermere is located in Florida. Windermere, Florida has a population of 3,046. Windermere is more family-centric than the surrounding county with 31.63% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Windermere, Florida is $131,392. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere is 52.9 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 48.8 degrees. The average rainfall is approximately 51.5 inches per year, with 0 inches of snow per year.
