Courtesy: STOCKWORTH REALTY GROUP
407-909-5900
Set behind the gates of Chaine Du Lac, one of Windermere's most exclusive lakefront enclaves, this exceptional nearly one acre high and dry homesite presents a truly rare opportunity to create a legacy estate on the coveted Butler Chain of Lakes. Offering an expansive, level homesite with an extraordinary 200 feet of direct frontage on ?the western shores of Lake Butler, this is one of the finest remaining parcels of its kind. Beyond the shoreline, the Butler Chain of Lakes offers an unmatched lifestyle of boating, watersports, paddleboarding, and fishing, all accessible directly from your private backyard. From sunrise reflections across the water to unforgettable Florida sunsets, every day is defined by the serenity and elegance of lakefront living. More than a homesite, this is an invitation to create a waterfront estate in one of Windermere's most coveted addresses—where extraordinary design, an iconic setting, and an unparalleled lakefront lifestyle come together in a way that is rarely available.
Courtesy: JULIAN PROPERTIES, INC.
407-291-4900
WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities over 2 parcels with Southeastern exposure and sweeping lake views. Nestled on the gorgeous shoreline of Lake Butler among the famed Butler Chain of Lakes, within one of Windermere’s most desirable communities - Chaine Du Lac – this exclusive homesite truly has it all. The gates within the gates that this property offers ensure that the estate that is built here will boast both privacy and security. With over 200 feet of lake frontage and amazing water views you will get to enjoy all of the beauty, nature and wildlife that Florida lake living has to offer. There is a Brazilian hardwood boat dock that leads out over the lake and includes a 2000SF observation deck, boat and jet ski hoist. The property also features private launch access for your personal watercraft and a 3’ concrete seawall. The opportunities to build your dreams into reality are limitless. Schedule your showing today!
Courtesy: PREMIUM PROPERTIES R.E. SERVICE
407-380-2800
RARE VACANT WINDERMERE RESIDENTIAL LOT! Build your dream home in one of Windermere’s most desirable lake-access communities, NO HOA. This rare oversized corner homesite offers a unique opportunity to create a custom residence with canal access to beautiful Lake Sawyer. Surrounded by natural beauty and serenity, the property provides an ideal setting for luxurious Florida living while remaining just minutes from top-rated schools, shopping, dining, golf, major roadways, and world-class attractions. A variance approval is already in place, providing added flexibility and value for future development. Buyers may use the seller’s existing home plan or submit their own custom design to suit their vision. With very limited vacant land remaining in Windermere, opportunities like this are increasingly scarce. Enjoy the perfect balance of privacy, elegance, and convenience in a sought-after location where custom lake-access homes continue to be in high demand. Don’t miss the chance to secure one of the few remaining vacant lots in the area and bring your dream home to life.
Courtesy: JC FLORIDA REALTY LLC
407-257-8265
Rare Waterfront Estate Opportunity in Windermere. Discover an exceptional opportunity to build your dream home on over 2.72 acres in the Willows at Lake Rhea community. This remarkable homesite offers approximately 150 feet of lake frontage and breathtaking water views from every angle. Enjoy the serenity of Lake Rhea in your backyard and a private pond in the front, creating a truly unique and picturesque setting. The property is enhanced by a 25-foot conservation buffer to the south, providing added privacy, while substantial brick privacy walls along the north and west boundaries further contribute to the estate-like atmosphere. Opportunities like this are seldom available—experience the setting in person to fully appreciate its beauty, privacy, and potential.
Courtesy: HOME SOLD REALTY LLC
833-700-2782
A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
Location, Location, Location!! Windermere Lot: 2.62 acres, with 1 acre buildable, for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your custom builder. When you see this land, you will admire the beauty of nature. Gorgeous conservation views and spacious areas between the homes in the community. Nestled in the heart of Central Florida, the city of Windermere, FL, is a charming lakeside town boasting a rich history, luxurious real estate, and an exceptional quality of life. With easy access to Orlando's world-famous attractions, Windermere, Florida, offers the perfect balance between serene lakeside living and vibrant city life. Top-rated schools, fine dining, shopping, world-class golf, theme parks, and quick access to major expressways. Roberts Landing in Windermere, FL, is located on the east shore of Lake Olivia. The main entrance is on Westover Roberts Road across from Westover Club and Westover Reserve, two other Windermere, FL, communities. The streets here are winding and well-shaded, like most mature Windermere communities. Lake Olivia in north Windermere, FL, is a private lake. This rare lot in Windermere is an incredible opportunity. Build the luxury estate of your dreams.
Courtesy: HOME WISE REALTY GROUP, INC.
407-712-2000
Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home and 900sf covered boat dock with lift. This option would be $3.9MM See listing S514430 *** Although this listing is being sold for the land value the home is in good condition and ready to move in. The interior showcases a refined yet comfortable design with an open-concept layout, four bedrooms, and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities.
Courtesy: VINTAGE REALTY GROUP LLC
407-217-5458
Under contract-accepting backup offers. A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their Home * This homesite is over 199 feet wide and 243 feet deep offering plenty of room to create a 1 story home that will meet every family’s wants & desires * If you have a Multi-Generational Family then you will find there is plenty of room for a large Inlaw Suite or ADU (Accessory Dwelling Unit) * If you are a Car Collector there is plenty of room for a Large Garage or RV Building * Having The Stables & Pasture directly next door offers a rare opportunity to have a “Farm” without the expensive maintenance or driving miles to a boarding facility * Bring Your Own Builder to Create Your Dream Home or Use The HOA Approved & Fully Engineered Plans the Owners have available saving precious time and expense * A unique chance to craft a one-of-a-kind estate in one of Windermere’s most desirable communities.
Courtesy: BHHS FLORIDA REALTY
407-876-2090
LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The property sits along a picturesque pond with two fountains, creating a beautiful and peaceful setting for future indoor and outdoor living. With the Butler Chain of Lakes just moments away, there is potential for views of Lake Down, which is located incredibly close by. Accessed from a private gated street, this boutique community offers a unique blend of exclusivity and convenience. Located just minutes from Downtown Windermere, residents enjoy easy access to popular restaurants, cafes, shopping, hospitals, parks, farmers markets, playgrounds, and community events. This prime location is also close to top rated schools, Disney World, Universal Studios, and major highways, making it easy to access everything Central Florida has to offer. Opportunities like this are incredibly rare in Windermere. Come experience the privacy, space, and charm that this unique homesite has to offer.
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 REALTY
407-647-1211
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of WINDERMERE with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to THREE luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, CUSTOM BUILDERS or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #O6355233.
Courtesy: UPSIDE REAL ESTATE INC
407-308-5750
Vacant lot on the corner of 6th and Hempel. Prime investment property.
Courtesy: REAL BROKER, LLC
407-279-0038
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. Small structure in back. 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.
Courtesy: KELLER WILLIAMS REALTY AT THE LAKES
407-566-1800
Under contract-accepting backup offers. Back On The Market! Huge Price Improvement! Approx 20 Acres in a very sought after area of Horizon West by many builders. This land is undeveloped and ready for you to put your stamp on it. Just minutes from Disney. Location, Location, Location!!!
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.
