Windermere Land for Sale

Windermere Land for Sale

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County that offers a perfect blend of serene lakeside living and vibrant community spirit. Known for its stunning landscapes, Windermere is surrounded by the breathtaking Butler Chain of Lakes, providing residents with ample opportunities for boating, fishing, and enjoying the great outdoors. The charming downtown area is dotted with boutique shops, delightful cafes, and local eateries, making it a delightful place for leisurely strolls and social gatherings.

Windermere is not just a scenic retreat; it’s also a thriving community that prides itself on its excellent schools, family-friendly atmosphere, and strong sense of belonging. With a rich history and a commitment to preserving its natural beauty, Windermere has become a sought-after destination for those looking to escape the hustle and bustle of city life while still enjoying convenient access to Orlando’s attractions.

For those dreaming of building their perfect home in this enchanting area, we are excited to present an array of land for sale in Windermere. Whether you envision a sprawling estate with panoramic lake views or a cozy retreat surrounded by lush greenery, the available parcels of land offer endless possibilities. With a variety of sizes and locations to choose from, you can create your own slice of paradise in this idyllic community.

Don’t miss out on the chance to invest in Windermere – where nature’s beauty meets a vibrant lifestyle. Your dream home awaits!

Newest Windermere Land for Sale

1221 Oakdale Street, Windermere
$1,250,000
O6446547 MLS
Build Your Dream Lakefront Home in the Town of Windermere! Opportunity is knocking in one of Central Florida’s most desirable areas! This exceptional one-acre lakefront homesite on Oakdale Street in the town offers a rare opportunity to bring your vision to life and build the custom home you have always dreamed of. With an impressive 105 feet of direct frontage on beautiful Lake Bessie, this property provides the space, privacy, and waterfront setting to create something truly special. One of the biggest advantages of this property is NO HOA. Enjoy the freedom and flexibility that comes with owning your own piece of land without the restrictions and monthly fees often associated with planned communities. Whether you envision a stunning custom estate, a spacious family home, or a private lakeside retreat, this property gives you the opportunity to create a home that is uniquely yours. The expansive one-acre lot provides plenty of room to design the lifestyle you want. Imagine a beautiful custom residence with expansive living spaces, a resort-style pool, outdoor entertaining areas, lush landscaping, a private garden, oversized garage, and breathtaking views of Lake Bessie. With 105 feet of lake frontage, you can take full advantage of the waterfront setting and enjoy the beauty and tranquility of lakefront living right in the heart of Windermere. Instead of settling for someone else’s floor plan, start with a blank canvas and create a home designed around the way you live. Bring your architect, builder, and ideas and transform this exceptional homesite into your own private sanctuary. Location is everything, and this property offers the best of the Old Windermere lifestyle. Ideally located within a short distance of the Windermere Farmers Market, local shops, restaurants, and more, while beautiful Lake Butler is just blocks away. Town residents also have access to a boat ramp on Lake Butler and Lake Bessie, along with tennis courts, providing even more opportunities to enjoy the outdoors and the unique lifestyle that makes Windermere so desirable. Windermere is known for its beautiful lakes, charming community atmosphere, desirable residential neighborhoods, and convenient proximity to everything that makes Central Florida such a sought-after place to live. Opportunities to own a large lakefront homesite with no HOA and 105 feet of Lake Bessie frontage are truly special. This is your opportunity to stop dreaming about the perfect home and start building it. Make your vision come to life. Make this exceptional Windermere lakefront property the place you call home. Don't miss this rare opportunity!

1221 Oakdale Street, Windermere
Windy Ridge Road, Windermere
$4,250,000
O6439500 MLS
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 158 feet wide and one of four being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. LOT 4 IS ALSO AVAILABLE AT THIS SAME PRICE. OTHER PRICING FOR LOTS 2 and 3 AVAILABLE BY REQUEST. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
Windy Ridge Road, Windermere
$5,250,000
O6439497 MLS
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 215 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
Windy Ridge Road, Windermere
$4,750,000
O6439342 MLS
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
Park Ridge Gotha Road, Windermere
$100,000
S5156135 MLS
Great investment opportunity!

Park Ridge Gotha Road, Windermere
12624 Park Avenue, Windermere
$3,100,000
O6429787 MLS
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.

12624 Park Avenue, Windermere
12422 Park Avenue, Windermere
$8,695,000
O6416090 MLS
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!

12422 Park Avenue, Windermere
11544 Willow Gardens Drive, Windermere
$1,000,000
O6412655 MLS
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.

11544 Willow Gardens Drive, Windermere
10984 Park Ridge Gotha Road, Windermere
$1,200,000
TB8512612 MLS
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?

10984 Park Ridge Gotha Road, Windermere
1661 Roberts Landing Road, Windermere
$549,900
O6407725 MLS
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.

1661 Roberts Landing Road, Windermere
13125 Filly Court, Windermere
$825,000
O6395698 MLS
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.

13125 Filly Court, Windermere
10948 Down Park Lane, Windermere
$1,499,000
O6389820 MLS
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.

10948 Down Park Lane, Windermere
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