Refine Search
Sort by
$1,150,000
34786 Zip Code
Discover an unparalleled opportunity to build your dream luxury estate on this rare, untouched lakefront lot in the heart of Windermere, Florida. Spanning 87 acres, Lake Olivia is a private, spring-fed, sandy-bottom lake with no public access, ensuring a peaceful and exclusive setting. The lake is renowned for its professional-grade slalom course, shielded by surrounding hills that provide ideal wind protection for waterskiing enthusiasts. Whether you’re a professional skier or a recreational enthusiast, the calm waters make for optimal skiing conditions year-round. For those who prefer a more relaxed lakeside experience, Lake Olivia is teeming with aquatic life, making it a haven for fishing enthusiasts. This ready-to-build property offers stunning north-facing views, allowing you to take in the beautiful morning sunrises over the water and enjoy the soft glow of the evening light as it reflects off the tranquil lake. Located in Southwest Orange County, this estate offers both seclusion and accessibility—just 10 minutes to Downtown Windermere, 15 minutes to Downtown Orlando & Winter Garden, and 30 minutes to Orlando International Airport & Disney Attractions. It is surrounded by world-class golf courses within a 20-mile radius and is part of an award-winning school district, making it an exceptional choice for families. With untouched lakefront lots becoming increasingly rare in Windermere, this is an exclusive opportunity to create a one-of-a-kind luxury lakefront estate in one of Central Florida’s most desirable and elite locations. Don’t miss your chance to own a slice of paradise on Lake Olivia—where luxury, privacy, and recreation meet in perfect harmony.

Westover Roberts Road, Windermere

$695,000
Windermere Town SubDv. 34786 Zip Code
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.

116 Main Street, Windermere

$2,700,000
Keenes Pointe SubDv. 34786 Zip Code
Positioned on over two acres with an impressive 136 feet of pristine shoreline on the Butler Chain of Lakes, this exceptional homesite offers an increasingly rare chance to craft a custom lakefront estate in one of Windermere’s most exclusive gated communities. Set within a distinguished enclave of Keene’s Pointe—surrounded by multi-million-dollar residences and mature landscaping—this property captures sweeping views of shimmering Lake Tibet, part of the renowned 13-lake Butler Chain. One of the final remaining lakefront lots in the community, the site features a wide, level building pad with utilities conveniently located at the property line. A conservation easement enhances the privacy and natural beauty of the setting, while deeded lake access opens the door to an enviable waterfront lifestyle—boating, paddleboarding, and stunning sunset vistas, right from your backyard. Buyers may select from Keene’s Pointe’s roster of approved luxury builders to design and construct a custom residence tailored to their vision. Imagine constructing your dream and leaving a legacy for future generations. As a resident, enjoy the option to join the Golden Bear Club, with access to a private Jack Nicklaus Signature golf course, tennis, pickleball, resort-style pool, state-of-the-art fitness center, clubhouse dining, and a vibrant calendar of social events. This is more than a lot—it’s an opportunity to build your dream home on one of Central Florida’s most prestigious lakes. Luxury lakefront living awaits.

9151 Tibet Pointe Circle, Windermere

$590,000
Sawyer Shores Sub SubDv. 34786 Zip Code
CANAL FRONT on LAKE SAWYER! Rare opportunity to own a cleared and ready-to-build .39-acre lot with canal frontage on Lake Sawyer (150-acre spring-fed, skiable lake in desirable Windermere). This beautiful parcel offers the perfect canvas for your dream home with direct access to one of Central Florida's most sought after recreational lakes. The property has already been cleared, with soil samples performed and variances approved for future construction. Enjoy peace of mind with a sea wall, fenced perimeter, a locked iron gate for added privacy, and front hedges that enhance the secluded feel of the lot. For boating enthusiasts, the property includes a private boat ramp, allowing for easy access to the lake. Whether you enjoy water skiing, fishing, or simply relaxing by the water, this lot provides the ultimate lakeside lifestyle. Don’t miss this rare opportunity to own prime canal-front property with lake access in one of Windermere’s most coveted areas. Easy access to 1-4, 429, Winter Garden Village, Shopping, Dining and 10 minutes to Walt Disney World. Schedule your showing today to learn more about this exceptional property!

6518 Sawyer Shores Lane, Windermere

$810,000
Lake Davis Estates SubDv. 34786 Zip Code
Rare acre lot in highly sought-after area of Windermere with NO hoa fees and NO builder ties, buy and build your dream home. Level and cleared lot on private maintained road. No build by date, you can even buy and hold this land until the time is right for your family. Very desirable K-12 public school district and several private school campuses within minutes of your new front door. Close to the 429 expressway, extensive shopping and restaurant options in every direction and so close to Disney that you see the nightly fireworks from this lot !!! Opportunities like this don't come around often, when they do they are usually tied to one specific builder. This opportunity is very rare. For those of you that are into numerology, you can change the 5332 address with a simple application form if desired. You will not find a better opportunity in the zip code to build your families dream estate

5332 Water Creek Drive, Windermere

$1,685,250
34786 Zip Code
Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rare opportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residential vacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated along the tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views and endless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you to design a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or a contemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity and sophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinary opportunity 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 of waterfront 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.

10988 Down Park Lane, Windermere

$750,000
Sawyer Shores Sub SubDv. 34786 Zip Code
Discover an incredible opportunity to bring your vision to life on this amazing and great located vacant land. Nestled in a prime Windermere location, this blank canvas is ready for you to design and build the lifestyle of your dreams. This land offers the perfect setting for your custom home or charming retreat. With no HOA, you'll have an amazing and quiet place just for yourself. Invest wisely and secure your financial future with this valuable piece of land. Act now and embark on the journey of creating a remarkable space that will bring you joy for years to come. Lot cannot be splitted and county only allows for one property to be build. *Lot has no number, it is on the left side of the address 6736 State Rd 535

Winter Garden Vineland Road, Windermere

$650,000
Windermere Town SubDv. 34786 Zip Code
This is a rare opportunity to own a two-home parcel in the highly sought-after community of Windermere. This property is ideal for use as a rental or to tear down and make the lot the new location of your custom-built dream home! As rental units, these bungalow-style homes are ideally located close to the center of downtown Windermere and Lake Bessie. Both homes offer 2 bedrooms,1 bathroom, plus a 450 square foot shed on .38 acres. Each are full of character and style with stainless steel appliances, Shaker-style cabinets and other designer touches. Or if you have been searching for the absolute perfect location to build, this is it! The lot allows for an ample-sized home that is just steps from beautiful Lake Bessie and the boat ramp to the lake. The area is a truly picturesque setting with towering mature live oaks and just a short golf cart ride to all of downtown Windermere's amenities which include shops, dining, wine market, brewery, basketball courts, tennis, pickleball, multiple boat ramps, playgrounds and so much more. Don't miss the opportunity to own this rare piece of beautiful Windermere. Schedule your property tour today!

721 Magnolia Street, Windermere

$560,000
Windermere Town SubDv. 34786 Zip Code
Want to build your very own DREAM HOME? Here's the lot ready for its next owner! Located in a prime location in the heart of the charming Town of Windermere. Imagine living amongst some of Florida's most beautiful lakes. Just a quick 4-MINUTE walk to Lake Bessie, where you'll find private boat access for local residents. Also, there are numerous public/private access boat ramps to the Butler Chain of Lakes. Bring your golf carts, fishing poles, boats and trailers, jet-skis and kayaks, there are NO HOA restrictions! Surrounded by mature oak trees, restaurants, local shops and boutiques, prestigious golf courses, various parks with shade trees, picnic tables, and playgrounds for little ones. The Town offers a weekly Farmer's Market (every Friday) located in Town Square Park, holidays events, and more! Visit the lot and explore all there is to offer for your future dream home.

1020 Oakdale Street, Windermere

$1,850,000
34786 Zip Code
Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rare opportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residential vacant land spanning a generous 4.8 acres, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated along the tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views and endless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you to design a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or a contemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity and sophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinary opportunity 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 of waterfront living at its finest. NOTE: The images shown are for illustration purposes only. The replat was recently approved by Town of Windermere Council on March 12 2024 (see attachments for reference). Therefore, some of the property data on the property appraiser's website may be inaccurate until the plat is recorded and the public records are updated.

10988 Down Park Lane, Windermere

$1,795,000
34786 Zip Code
Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rare opportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residential vacant land spanning a generous 1 acre, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated along the tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views and endless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you to design a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or a contemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity and sophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinary opportunity 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 of waterfront living at its finest. NOTE: The images shown are for illustration purposes only. The replat was just approved by Town of Windermere Council on March 12 2024. Therefore, this property will not be reflected on the property appraiser's website until the plat is recorded and the public records are updated.

Lot 2 Down Park Lane, Windermere

$785,000
Lake Roper Pointe SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Seize this exceptional opportunity to design and construct your custom haven in the picturesque town of Windermere. Embrace the chance to transform your dream home into a reality on this expansive 1.04-acre lot, nestled within one of Orange County's most coveted school districts. Located within the coveted Butler Chain of Lakes area, this exceptional property lies just 10 minutes from the vibrant heart of Windermere. Enjoy effortless access to Highway 429, the Florida Turnpike, Winter Garden Village, and the enchanting realm of Disney. This idyllic location promises endless opportunities for recreation, shopping, dining, and entertainment. It stands apart from the rest, unencumbered by HOA restrictions, offering limitless customization possibilities! Picture a private entry gate gracing your property, adding an extra touch of elegance and security. Whether you envision a single-story or two-story abode, this versatile lot accommodates your vision, leaving ample room for a sparkling pool and an expansive backyard oasis. You can bring your own trusted builder or collaborate with the Beck Custom Homes, a renowned builder with over three decades of expertise. If you choose Beck Custom Homes as your builder, a complete set of personalized luxury house plans will be included. Don't miss this extraordinary chance to make your dream home a reality. Contact us today to embark on the journey of crafting your bespoke residence in the enchanting town of Windermere.

13149 Lake Butler Boulevard, Windermere

$2,500,000
Chaine Du Lac SubDv. 34786 Zip Code
Welcome to Chaine Du Lac, an exclusive gated community that offers the ultimate luxury lakefront living experience. This is a unique chance to own a piece of paradise, located in the idyllic Windermere area, and part of the Butler Chain of Lakes. This property is a hidden gem that boasts clear views of Lake Butler, surrounded by lush greenery and an immaculately manicured neighborhood. The land is perfect for those seeking to build their dream home with breathtaking views of the water and the stunning sunsets that Florida is famous for. The Chaine Du Lac community is well-known for its luxurious homes, and this lot offers the chance to become a part of this exclusive enclave. With the Butler Chain of Lakes as your playground, you can enjoy water sports, fishing, and boating right from your doorstep. This is a once-in-a-lifetime opportunity to own a piece of prime real estate in one of the most sought-after neighborhoods in Windermere. So, if you're looking for a serene oasis away from the hustle and bustle of city life, this land is the perfect place for you. Come and experience the ultimate lakefront lifestyle that Chaine Du Lac has to offer!

12624 Park Avenue, Windermere

$875,000
Town Of Windermere SubDv. 34786 Zip Code
PRICE REDUCED! Incredible and rare opportunity to BUILD YOUR LAKEFRONT DREAM HOME ON LAKE BESSIE! Located in the sought after Town of Windermere. The town offers two sets of tennis courts, playgrounds, water skiing, fishing, and two boat ramps; one on Lake Bessie, one on Lake Butler and the famed Butler Chain. It also boasts exciting art and social events, a Farmer's Market, Food Truck Night, and special holiday events in the Town Hall Park. The lot is close proximity to the Downtown shops which includes eateries, a brewery and more to come. Enjoy passive parks, charming oak-lined sandy streets, and the ability to travel around on your golf cart. Just minutes from The Grove shopping center featuring restaurants, retail stores and fitness center, approximately five miles from "Restaurant Row" and easy access to the theme parks, the international airport and entertainment venues. Sellers are offering their completed architectural plans featuring a state-of-the-art home at a discounted price. Land is sold with a NO VALUE dwelling on site.

436 E 7th Avenue, Windermere

$1,800,000
N/A SubDv. 34786 Zip Code
Sheer excitement exudes from this custom Element Home Builders lakefront home located directly on Lake Butler, of the famed Butler Chain of Lakes. INCLUDED IN THIS PRICE IS AN ADDITIONAL 1.16-ACRE HOMESITE ADJACENT TO THE HOME. Build your family compound, tennis court, or basketball court or keep it for privacy. This is one of the few properties available with over 2 acres on Lake Butler. With no HOA, this impressive home offers an open floor plan for entertaining, featuring wide plank hickory hardwood floors, 2 gas fireplaces, magnificent pocket glass doors opening to a covered lanai & beautiful pool with a cascading spa. For the Chef, there’s a Wolf cooktop, Sub-Zero ref/freezer, and Bosch dishwasher. The Kitchen also includes a working island, custom-built cabinets, custom granite tops and a hidden large walk-in pantry. For outdoor entertaining, the lanai, saltwater pool, and cascading spa are perfectly complimented by the summer kitchen and lounging area. The summer kitchen includes a Viking commercial grill, custom cabinets, built-in refrigerator, and an ice maker. This elevated living space has a serene Lakefront view with an amazing dock and boat lift. When the time comes to retreat to indoor living, you can retire in one of four en-suite bedrooms. The master bedroom includes a large walk-in closet. The spa-like master bath includes a vessel tub, walk-in shower, and double vanities highlighted by incredible lake views. The private office features wood-beamed tray ceilings. There is also an upstairs fun room with a second office option. Finally, there is no shortage of storage in the attached 3-car garage, private laundry & mud room. Other Smart House amenities include, 6 zone HVAC system, Nest thermostats, low E double paned windows, tankless hot water heaters, spray foam insulation, full home generator and security camera system. Stunning designer furnishings are included. You must see it to really appreciate all that this home has to offer.

12623 W Lake Butler Road, Windermere