Windermere FL Real Estate & Land for Sale

Rare Opportunity - Exquisite and Expansive Lakefront Lot in Windermere!An extraordinary lakefront property in the prestigious, gated enclave of Lake Crescent Reserve at Butler Bay. This exclusive homesite offers unparalleled privacy, nestled between Lake Crescent and a tranquil lagoon, creating the sensation of a private island retreat. A long, winding driveway lined with mature magnolias leads to the expansive buildable homesite, perfectly positioned for breathtaking water views in every direction. With existing infrastructure in place"including a slab, large pool, boat dock, irrigation system, well, and septic"this property presents a rare opportunity to build your dream estate while significantly reducing construction costs. Enjoy private lakefront living with access to the Butler Chain of Lakes boat ramp, just minutes away. Located in one of Windermere's most coveted communities, you're just a short golf cart ride to the Windermere Farmers Market, boutique shops, restaurants, and more. Plus, world-class attractions like Disney, Universal, and Winter Garden's historic district are just minutes away. Seize this opportunity to create a custom luxury estate in one of Central Florida's most exclusive and picturesque settings. Schedule your private tour today!

A rare opportunity to own over half an acre of direct lakefront property on prestigious Lake Butler. This prime vacant lot offers breathtaking views of Lake Butler and Bird Island.Design and build your custom dream estate in Windermere, one of Orlando's most desirable communities. With direct access to the renowned Butler Chain of Lakes, enjoy unparalleled waterfront living"boating, fishing, and watersports right from your backyard.For those seeking even more possibilities, the adjacent home and lot are also available for purchase, presenting the opportunity to create an expansive lakefront retreat.Ideally located just minutes from top-rated schools, Sand Lake's Restaurant Row, world-class golf courses, Disney, Universal Studios, and major expressways, this property offers both exclusivity and convenience.Opportunities like this are rare"secure your piece of paradise today! (Greenhouse and shed do not convey but may be negotiable.)

Welcome to a rare opportunity in the heart of Windermere! Located at 116 Main Street, this property represents one of the most coveted locations in Central Florida's premier community. Situated on Main Street, this lot offers the perfect canvas for your dream home in a location that simply cannot be replicated. While the existing structure requires extensive updating, the true value lies in this premium .38 acre lot. This property sits in the center of historic Windermere, mere steps from the town's charming downtown area, local parks, and the Butler Chain of Lakes. The location offers the perfect blend of small-town charm and luxury living that Windermere is famous for. This an ideal opportunity for buyers looking to build their custom dream home in one of Central Florida's most prestigious addresses. The property's proximity to top-rated Windermere schools, upscale dining and shopping, and easy access to Orlando's attractions adds significant value to this already exceptional location. Just minutes from Restaurant Row, Disney World, and the affluent Isleworth and Bay Hill communities. Whether you're envisioning a modern masterpiece or a traditional estate, this rare Main Street lot provides the perfect foundation for your vision. Properties of this caliber in Windermere's historic downtown rarely become available. Don't miss this opportunity to be a part of Windermere.

IMPROVED PRICE " (Reduced $625,0000: The price adjustment is generating strong interest. Acting now ensures you don't miss out on this unique Butler Chain of Lakes opportunity.) Welcome to 4108 Downeast Ln., Windermere, FL 34786, a rare lakefront estate on Lake Down, part of the prestigious Butler Chain of Lakes. This exceptional property spans approximately 3.31 total acres, including 1.2 acres of high and dry land, with 225 feet of pristine sandy beach shoreline perfectly positioned on the west side of the property, offering breathtaking sunset views. Nestled at the end of a long, private driveway, the home provides a serene and secluded retreat. Built in 1979 by the loving family bringing it to the market today, this two-story, four-bedroom, three-bathroom home presents an incredible opportunity to embrace a lakeside lifestyle or reimagine the property to suit your vision. The first floor features an inviting open floor plan with a casual foyer, spacious family and dining areas, a kitchen, and a large Florida room that seamlessly connects to expansive outdoor entertaining spaces running the width of the home on both levels. The first-floor interior space is completed by a flex room, full bathroom, and laundry room, located between the general living area and the oversized two-car garage. Upstairs, the private retreat consists of a spacious primary suite with an en-suite bathroom and walk-in closet, two additional bedrooms with sliding glass doors opening onto the second-floor deck, a fourth bedroom, and a shared hall-entry full bathroom. Notable property features include sizable rooms within a desirable floor plan, double-pane windows, a new roof (2023), a storage shed, perfect for lake and boating gear, and a paver-covered walkway leading to Lake Down, which spans approximately 900 acres and is part of the Butler Chain of Lakes"a network of 13 interconnected lakes known for their clear waters, sandy bottoms, and luxury waterfront properties. The chain offers exceptional opportunities for boating, fishing, and water sports, with access via scenic canals and public boat ramps. Zoned for top-rated schools, including Windermere Elementary, Chain of Lakes Middle, and Olympia High School, the property is conveniently located near Apopka Vineland Road and Conroy Windermere Road, with easy access to The Vineyard shopping and dining, major highways, and Orlando's world-renowned attractions. This is a rare opportunity to build your dream lakefront estate and own a slice of paradise in Windermere. Schedule your private tour today!

Excellent and rare lakefront land opportunity, a two-acre-plus residential site with 136 feet of frontage on the Butler chain of lakes in the gated community of Keene's Pointe. This is one of the last lakefront building lots available in the community and is in one of Keene's Pointe select areas surrounded by established estate homes. The property consists of a wide and level buildable area with utilities at the property line, a treed conservation easement and 136 feet of frontage with deeded access to Lake Tibet, part of the Butler chain of 13 lakes. Choose from the list of approved and featured builders to design and construct your ideal residence. Keene's Pointe offers optional membership to the Golden Bear Club with access to the private 18-hole Jack Nicklaus golf course as well as tennis, pickleball, fitness facilities, club swimming pool, restaurants, and year-round events and activities. Life on the lake awaits!

BUILD YOUR DREAM HOME ON THE WATER! Experience the Heart of Downtown Windermere in this exquisite property. Perfectly situated within walking distance of downtown events, the farmers market, delightful food trucks and a local brewery, you'll have endless entertainment at your fingertips. Discover the charm of Historic Windermere, a community that embraces an outdoor lifestyle, with its golf cart-friendly streets and abundance of parks and recreation areas. Enjoy a game of tennis, take a leisurely stroll through the public docks, or cool off in the nearby swimming areas. For water enthusiasts, this waterfront home is a dream come true, nestled on Fischer canal with direct access to the stunning Butler chain of 13 spring-fed lakes. A brand new sea wall and dock await, providing a convenient storage spot for your boat and jetski. You can relish breathtaking water views of the tranquil canal and sparkling lake beyond. Privacy is assured by the fully fenced rear yard, adorned with lush trees and hedges, creating an oasis of seclusion. In this lot you'll be able to create the home of your dreams with endless possibilities. Don't miss the opportunity- MOTIVATED SELLER!

BUILD YOUR DREAM HOME in this incredibly rare vacant lot located in the highly sought after Town of Windermere! Zoned for single family residential and offering over 2.12 acres of land, this property is located on a lovely pond with 2 fountains and is in close proximity to the Butler Chain of Lakes offering the possibility for views of Lake Down which is situated incredibly close by! The private gated street that it's accessed from is very exclusive - only 4 lots in total with plenty of space in between each, giving the perfect scenario for private indoor and outdoor living! This property is the largest buildable lot of the 4 in the community! With this property being next to Downtown Windermere, this location is highly sought after as it offers close access to popular restaurants, cafes, shopping, hospitals, high-rated schools, Disney World, Universal Studios, fast highway access, parks, playgrounds, farmer's markets, community events, and more! Come see what the charm of Windermere has to offer!

Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rareopportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residentialvacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated alongthe tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views andendless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you todesign a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or acontemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity andsophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinaryopportunity to secure your foothold in one of Florida's most sought after locations. Seize the chance to transform your vision into reality and own a piece of Windermere's unmatched waterfront allure. Act now to make this coveted slice of Lake Down yours and embark on a journey ofwaterfront living at its finest. NOTE: The images provided are for illustration purposes only. They are intended to give a general visual representation of what the property can look like and may not accurately reflect the actual product.

Amazing 1acre corner lot on Lake Cypress in the community Kelso on Lake Butler. Just down the street is the private community boat ramp on Lake Butler. Beautiful lot to build your dream home.

Keene's Pointe - gated/24-hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one of the last remaining lots in this highly sought after community. This 2.4 acre lakefront lot is located on Lake Tibet of the famed Butler Chain of Lakes. Keene's Pointe is also home to The Golden Bear Club, a private membership club offering golf, tennis, fitness, swimming and dining. Near top-rated public and private schools, shopping, dining, expressways, and Disney!

Large lot that offers privacy, peace & tranquility, yet close to everything. No HOA, no required builder, no timeframe in which to build. Ready for your dream home right now or in the future. Survey is available upon request.