Windermere Homes for Sale

MLS Number O6060999

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 29,739
• Year Built 2011

Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The options available to further develop this property are endless in expanding/building more structures, various ways to subdivide, parcel into a family compound, or continue to enjoy it as one massive private gated lakefront estate as utilized currently. The magnificent sprawling primary residence pairs classic Georgian architecture with modern amenities to achieve the ultimate lakeside retreat encompassing almost 50,000 "total square feet under roof" in all buildings on the property. Employing the finest materials and finishes, the elegant entryway opens into a grand interior boasting a floating mahogany staircase, marble floors and paneled walls all framed by stunning Murano chandeliers. An art gallery leads into a spacious living room lined with mahogany walls and faces wide waterfront scenes. The gourmet kitchen is a chef's delight featuring a salamander for warming and broiling, two double convection ovens, a large commercial icemaker and a commercial refrigerator and freezer. Downstairs also includes one of two owner's suites along with a spacious library-lounge or possible 6th bedroom suite. Two staircases or a commercial Thyssenkrupp elevator offer access to the second level featuring four more expansive bedroom suites, including the main owner's retreat, and an 85-foot parlor highlighted by 20-foot ceilings, bookshelves and a wet bar - the perfect venue for hosting family and friends. A screened porch captures spectacular southern lakefront views and nightly fireworks displays from Walt Disney World®. Connected by a breezeway, a grand rustic lodge comprised of 5,600 square feet and equipped with a large bar, catering kitchen, entertainment hall and locker facilities offer limitless potential. Just in front of the lodge, a shimmering Junior Olympic pool and spa complete with fountain and light features await. Additional outstanding appointments include a 3,800-square-foot storage building with 20-foot ceilings, staff quarters with 576 square feet of living space, a patio area and courtyard and a 4,000-square-foot paneled garage with separate office, guest apartment and 20-foot ceilings for the auto aficionado's treasured collection with 3 separate garages including room for a full-size motor coach and 50+ car collection. Situated in one of Central Florida's most sought-after locations, this truly exceptional estate epitomizes luxury, privacy and sophistication to offer an enviable lakefront lifestyle. *Further notes: Almost 500 live oak trees surround the perimeter of the grounds. Conveniently located just north of the center of town, a short distance to the Grove and Olympia High School as well as access to the 408 in less than 3 minutes.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number O6097686

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 14,856
• Year Built 2022

Sophisticated elegance masterfully packaged into a custom-crafted lakefront mansion built specifically for the ultimate sports enthusiast, situated behind the secured manned gates of Central Florida's most exclusive address. Featuring a 6,060 square foot air-conditioned full-sized basketball court, this incredible Isleworth estate surpasses all expectations with state-of-the-art technology, chic modern styling, and epic recreational offerings. Recently built to the highest standards, this residence combines modern luxury with today's demanding lifestyles. Encompassing nearly 15,000 square feet in size, including 6,060 for the basketball court, the other 9,000 square feet of living space spans formal and living areas, 5 bedrooms, 8 baths, exercise room with sauna, theater, office, recreation room, and two-story master closets, washer and dryer in master - plus hidden shoe and memorabilia closets. Offering sweeping sunset and nightly Disney fireworks views from its perch above Lake Blanche on the famed Butler Chain of Lakes, the setting is serene and peaceful. Outdoor living areas are generously appointed and include a summer kitchen with WOLF appliances inside and out plus retractable invisible screens. The sparkling swimming pool and spa deliver a refreshing private resort experience. Located within the gates of the 600-acre Isleworth community, surrounding the Butler Chain of Lakes, this residential enclave sets the standard of excellence for Central Florida living. On-site home services are available for a carefree lifestyle. Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities, and is recognized as one of the Top 100 Platinum Clubs of the World offering the ultimate in amenities and concierge living. (Full-size basketball court could be easily converted into a show garage for car collectors.)

Listing Courtesy of STOCKWORTH REALTY GROUP

MLS Number O6083126

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 9,267
• Year Built 2006

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling waters of Lake Butler with unprecedented long lake views. Built by renowned builder Jones Clayton Construction and designed by coveted architect Mark Nasrallah, this collaboration is simply epic! The 14' glass double entry doors welcome you into this open floor plan, featuring 5 bedrooms, 7 full and 2 half baths with expansive unobstructed 140' lake views. This world class Aurora Award winning estate incorporates signature art deco design finishes and innovative architectural design. The main living area features a fireplace with Swarovski crystal insets, a Biazzi glass mosaic inset into the Benjamin grade Jerusalem limestone flooring, coffered ceiling with nine art deco-inspired custom chandeliers that complement the living room with extravagant floor to ceiling glass walls which offer inspiring views of the lake and 38' x 38' infinity edge pool and heated spa. The kitchen and family room are a work of art with cobalt blue ceiling insets that complement the blue Bahia granite countertops. Enjoy the efficiency of the kitchen and the clean lines of the Aigner cabinetry. The stunning first floor master suite offers Calcutta gold marble flooring, floor to ceiling glass walls, his and her two story dressing areas with a massage area, steam shower, sitting area, balcony and outdoor glass garden. A lovely private guest room is also conveniently located on the main floor. The floating glass 4 person elevator transports you to the second level where you'll enjoy the state of the art home theater with sueded walls and Kaleidescape media system. The third level provides three additional en suite bedrooms with views of the lake, plus a spacious loft and second laundry room. The expansive travertine driveway, air conditioned three car garage (not included in living SF amount), 2,800 feet of pool decking, and 1,000 feet of sun decking offers the ultimate in resort style living nestled among palm trees and endless vistas with panoramic views. This Central Florida estate is unmatched and perfectly located only 30 minutes to Orlando International Airport, 15 minutes to Disney, and just minutes from world famous golf courses, shopping & simply the best dining the Orlando area has to offer bar none!

Listing Courtesy of STOCKWORTH REALTY GROUP

MLS Number O5992601

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 15,000
• Year Built 2022

Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the sought after Town of Windermere. Surrounded by the Butler Chain of Lakes. Per builder, lot can support a 10,000 - 15,000 square foot custom home. Price will vary as applicable. Possible assemblage with adjacent lot making it 2 acres.

Listing Courtesy of LAKESIDE REALTY WINDERMERE INC

MLS Number O5992327

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 6,549
• Year Built 1985

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300' SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 SF heated and over 10,600 SF covered and under roof; 5 bedrooms, 6.5 bathrooms, a resort style pool overlooking serene Lake Butler. CALLING ALL CAR COLLECTOR AND BOATING ENTHUSIASTS! This home has all of your needs covered with a 5-car garage and 2-car porte-cochere, plus 500-gallon fuel tank and 1000-gallon diesel tank with ability to fuel on the water or in your motor court - a feature you won't find at any other home on the Butler Chain. The “grandfathered” extra wide dock & boathouse features a sun deck, one boat slip and 2 jet ski with electric hoists. There is also a boathouse with bathroom and storage. The previous owner received Orange County approval for a future on-site guesthouse. Windermere is “The Town Among the Lakes,” and is known for its gorgeous estate homes, historic downtown featuring shops, dining, weekly farmer's market, and excellent schools. Don't miss this opportunity to own a large slice of Florida Paradise on the famed Lake Butler, which is a rare opportunity. Book your private tour today!

Listing Courtesy of JULIAN PROPERTIES,INC.

MLS Number O6088503

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 8,330
• Year Built 2004

A home designed for entertaining and intimate gatherings focused on comfort, convenience, and functionality. Welcome to the guarded gated community of Reserve at Lake Butler Sound on the Butler Chain of Lakes. Extensive renovations in 2021 resulted in a beautiful and functional living space offering 6 bedrooms, 7.5 baths, an infinity edge pool, and a cabana house with a full bath and requirements to create the recreation space or a separate bedroom suite you desire. Rustic Spanish Mediterranean mahogany front doors open to 24ft ceilings in the foyer with an exceptional pool & lake view. The living room boasts identical ceilings & views, with a cozy fireplace, perfect for relaxing with loved ones. Gorgeous 36" marble flooring spans from the foyer & formal areas into the kitchen, family room, and down the glass corridor. The bonus & game rooms, lofts, the executive office, and all bedrooms offer new wood flooring. The formal dining area & spectacular new lighting are the ideal accompaniment for the redesigned fashionable chef's kitchen. New marble counters, a redesigned farmhouse island, stylish cabinetry, and top-of-the-line Viking & Sub-Zero appliances view the family room and dinette with restored beams. Large windows provide abundant natural light highlighting 12ft ceilings, a fireplace, and the perfect space for a Grand Steinway. Behind the kitchen is the brand-new modern-contemporary-designed frameless glass wine cellar showcasing your collection. Nearby is the bonus room, two bedrooms with ensuites, and a laundry area with a new second dishwasher, apart from the outdoor side-screened room with a fireplace. The first-floor owner's suite features a gorgeous view, an enormous spa-inspired private bath with a soaking tub & oversized shower, and a two-story closet with a center island, comfortable lighting, and ample space. An adjacent custom-built executive office with fine hardwood built-ins provides the perfect working environment. The second floor has a dedicated theater room with great sound, a massive projection system, and remote blackout blinds. The redesigned game room features a new bar, appliances, built-ins, and access to a grand veranda with a view of the resurfaced pool, patios, cabana, and the chain of lakes. You will also find two more bedrooms with full baths-one with plantation shutters and the other with remote blinds & access to the veranda. Between the floors is a unique kid's area with a loft. It's the perfect spot for play and creating new memories. Open the eight side-by-side french doors to the covered patio & BBQ kitchen with two wine refrigerators, an ice maker, and a wet bar. Expand your entertaining outdoors, creating perfect summer barbecues, special occasions, and significant holiday events. The cabana house is ideal for guests or your private getaway, featuring new wood flooring, a gas fireplace, and a remodeled full bath. Walk down the 200ft eco-friendly pathway leading to a 26x27 boat dock made of composite wood. The boat dock has a power lift and sensational views. Additional features include a basketball court, multiple fireplaces, a 4-bay side entry garage, 2 New HVACs, a New water heater, New dishwashers, wood ceilings, plantation shutters, remote blinds, and a Brand New Generac 60W natural gas generator providing power to the entire home power when needed. Historic downtown Windermere, Dr. Phillips, and the 408/429/Turnpike grant access to New hospitals, Disney World, OIA, and Central Florida.

Listing Courtesy of CENTURY 21 PROFESSIONAL GROUP

MLS Number O6103885

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 8,287
• Year Built 2009

Welcome to this marvelous lakefront home at the desirable Keene's Pointe community! Built by highly regarded custom home builders Goehring & Morgan on a 4-acre lot, this monumental home will give you the most incredible experience of living! Its elegant finishes, cathedral ceilings and luxurious decor will amaze you. Home located on the Butler chain of Lakes, specifically on Lake Tibet connecting to 11 other crystal lakes through well maintained canals. It's a boat paradise!!!! At the entrance, you are greeted by a beautiful green area, a meticulously treated garden, palm trees, a spacious patio and a majestic architectural design that will leave you speechless! With a unique floor plan that includes 6 bedrooms and 7 bathrooms, including the master bedroom with its own spiral staircase leading to the upstairs master retreat, you will fall in love with each and every detail presented here. On the first floor, you will find the formal living room, a kitchen/family room combo, plus a summer kitchen that leads to the stunning pool area with a terrific view and your own private deck that gives you access to the Tibet Butler Lake. The second floor also features a great balcony, one of the many perfect places to relax and enjoy this movie-like life. Keene's Pointe is a gated and 24h guarded community that offers a variety of amenities such a Clubhouse, golf course, seasonal events and water activities. Just minutes to shopping malls, restaurants, schools and world-famous theme parks! Words are not enough to describe this tremendous opportunity! Schedule your showing today!

Listing Courtesy of WRA BUSINESS & REAL ESTATE

MLS Number O6115064

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 9,376
• Year Built 2008

This Jones- Clayton built masterpiece set behind the guarded gated entrance of Reserve at Lake Butler Sound will leave you speechless around every corner. This custom one-of-a-kind estate was painstakingly designed to deliver an extremely functional and adaptable floor plan for any buyers needs with the highest of finished gathered from around the world. 142 ft on the shores of coveted Lake Butler, the jewel of the famed Butler Chain of Lakes. Walk your own private nature trail to your large, covered boat dock granting you access to 13 interconnected lakes boasting over 5,000 acres of navigable fresh water to enjoy and explore. The curb appeal on this home is second to none with imported stone front facade to replicate famed Casa Feliz designed by James Gamble Rogers in Winter Park... with the signature turret, bell tower and expansive front balcony. The floor plan checks every box with 2 owners suites, 2 bonus rooms (one on each floor), dedicated home theatre, in-law suite with kitchenette and full bath and separate entrance, Private office/ command center above garage with separate entrance & private bath, 2 full laundry rooms (both with 2 washer & dryers) wine room, all oversized secondary bedrooms and of course a PRIVATE ELEVATOR. The finishes throughout the home are second to none with reclaimed over 100-year-old barn wood for the floors and just too much to list here. Dream kitchen with AGA stove and range, Miele coffee maker, countless SUB-ZERO fridges, freezer and drawers. Downstairs bonus room and additional fully equipped home theatre. Sonos and Creston throughout entire estate and whole home water filtration. Dream back yard to truly embrace the Florida Lifestyle with huge, covered lanai with summer kitchen, wood burning fireplace and remote screen wall giving access to the Saltwater pool with beach entry, water slide and rock waterfall. Custom sport court and putting green also in the fully fenced back yard. The real shining star of the property is the just renovated dock that meanders through the Lake Butler Nature Preserve to your covered boat dock giving you post card sunset views every day of the week as well as access to the most sought-after chain of lakes in Florida. This buffer gives you rare privacy from all the boaters on the chain, a very welcome side effect to this Conservation area, offering the lake life with privacy rarely granted with Lake Front living. Reserve of Lake Butler Sound is 24/7 guarded entry community boasting some of the nicest estates in Central Florida, including Americas Largest Estate, the famed Versailles. Sought after K-12 public school district and minutes from Windermere Preparatory School and Foundation School campuses. Just a few miles from Disney's gates, countless shopping and dining choices and under 25-minute commute to Downtown Orlando. This estate truly checks all your must haves with a timeless and flexible floor plan. One lucky buyer will be able to call this work of art their home. Call for your private showing.

Listing Courtesy of RE/MAX PRIME PROPERTIES

MLS Number O6065698

• Residential
• Area Windermere
• Mls Status Active
• Square Feet 14,364
• Year Built 2022

Pre-Construction. To be built. Your contemporary work of art awaits. Located in the Town of Windermere on the famed Lake Butler Blvd. is a beautiful 1.2-acre plot of land just waiting for this stunning two-story masterpiece. This custom estate home will be over 14,000 SF of luxury living and entertaining, with six bedrooms, and nine bathrooms. There will be three primary suites, with one located on the first floor and the other three upstairs. Each of the bedrooms will have en-suite bathrooms and private balconies. The main floor primary suite is stunning and features dual walk-in closets, sauna, and your personal Turkish Hammam. The guest suite features an expansive outdoor entertainment deck with lake water views. The entertaining possibilities are endless with a custom game room on the main floor, state of the art, 14-seat theatre room upstairs, and over 1,000 SF of outdoor living with summer kitchen overlooking your personal pool & spa paradise. Who needs the fountains of Bellagio when you have your own custom water and fire features displaying the impeccable landscape and backyard oasis? This custom estate home to be built by Supreme International Construction, will be solid concrete and steel construction of only the finest materials. All of the finishes will be high-level showroom finishes of your choice. Additional features include a glass elevator with an elevated floating catwalk, elevated great room, office/library, high ceilings on both floors, 5-car garage, water fountain, views of Lake Butler, and access to the Town of Windermere resident boat ramp. If you are looking for luxury style living, this is it! Contact us today.

Listing Courtesy of JULIAN PROPERTIES,INC.

MLS Number O6069467

• Land
• Area Windermere
• Mls Status Active
• Acreage 6.01
• Subdivision Acreage & Unrec

Exceptional Windermere "Chain of Lakes" opportunity to purchase a "6-acre" parcel of land encompassed by a walled double row of mature live oak trees perimeter and gated private lakefront compound. May be developed into a cluster of multiple luxury homes or build your dream lakefront estate behind the secured walls of Windermere's largest estate. Perched above Lake Down with a downward slope to the water affording maximum lakefront views and nightly fireworks displays from Walt Disney World®. The property's large rectangle shape, with over 200' of frontage, creates a spectacular private retreat inside this exclusive compound residence. There is already a 3,800-square-foot storage building with 20-foot ceilings on the property, including a caretaker's area with 576 square feet of living space, a patio area and courtyard. The size and uniquely high elevation of this coveted address with southern exposure enjoying both sunrises and sunsets is simply unduplicated on the Butler Chain of Lakes. No time frame to build, no HOA, prime location in East Windermere, and extremely convenient to and excellent schools. *NOTE: seller unified 2 lakefront parcels (007 & 009) after purchasing both separately. The Parcel ID & the Property Taxes reflected in MLS are for the entire 18-acre estate. Only the E side lot (approx 202' x 1296') noted by the white lines is offered for sale at this price of $7.5M. The entire walled 18-acre compound, including the 30,000 square foot main house, 5,600 square foot cabana/grand lodge with catering kitchen and large entertainment hall, a 4,000 square foot paneled garage with 20-foot ceilings for car collectors, a separate office with guest apartment, and a massive 50-meter pool is being offered for sale separately under the complete property address - 9508 Windy Ridge Road. MLS#06060999

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY