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Windermere FL 34786

$18,950,000
9 Beds
17 Baths
20,240 SqFt
Status Active
MLS # O5498420
Property Type Single Family Home
Presenting Central Florida’s most exquisite Lake Butler estate tucked behind the secured manned gates of Lake Butler Sound. Offering 20,240 sq ft under air (31,000 gross), on nearly 5 acres and 547 feet of lake frontage, this double-lot oasis offers a magnificent residence with multiple outdoor living and entertaining areas, private guest quarters, 8-car garage, lighted tennis court with basketball, sand volleyball, citrus orchard, zip line, children's treehouse with electricity, and a resort pool with grotto and swim up bar with hibachi grill. Exceptional interior amenities in this 9 bedroom, 17 bath mansion include a two-lane bowling alley, complete fully-equipped sports bar with pool table, theater, full gym clubhouse, large arcade, elevator, caterers’ kitchen, formal dining room with adjacent children’s dining room, wine and ventilated smoking lounge- plus two private wings with bedrooms and separate living areas with kitchenettes. The spectacular master wing includes a bedroom retreat with sitting area, bath with double showers, private outdoor showers, double toilet rooms, a separate steam and sauna room bath, his and her closets, private salon, laundry room, and recreation room or second gym with motor court access. State of the art smart home technology controls music, lighting and video surveillance. Multiple balconies, outdoor kitchens, and recreation areas include a screened boat dock with sundeck. An unrivaled property securely positioned within one of Windermere’s most exclusive communities.

5536 Isleworth Country Club Dr Windermere, FL 34786

$15,000,000
7 Beds
9.5 Baths
13,519 SqFt
Status Active
MLS # O5394385
Property Type Single Family Home
Poised on a private cul-de-sac overlooking Isleworth’s 14th fairway and the beautiful Lake Butler, this island-inspired estate spans three home sites totaling 1.89 acres. The sprawling floor plan encompasses more than 13,000 square feet of living space, with elegant appointments throughout. The resplendent interior showcases formal living and dining rooms, each accented by elegant fireplaces and chandeliers. Designed for two chefs, the kitchen features three islands, two Jenn-Air stoves with gas cooktops and three Sub-Zero 700 Series refrigerators. Hand-tufted, leaf-patterned carpet and oculus windows adorn the distinguished master suite, which also boasts a private bath with two rain showerheads and a basin bathtub. A heated pool, grotto-style spa, shimmering waterfall and private boat dock create a breathtaking menagerie along the back nine. Additional highlights include an exercise room, guest house and separate caretaker’s cottage.

5115 Fairway Oaks Dr Windermere, FL 34786

$10,999,000
7 Beds
11 Baths
15,063 SqFt
Status Active
MLS # O5433535
Property Type Single Family Home
A sprawling floor plan and a prime setting on 3.76 acres along the shores of Lake Bessie define this exquisite seven-bedroom residence. Through a pair of arched French doors with glass and iron detail, the foyer opens to a stunning two-story living room where dramatic floor-to ceiling windows allow an abundance of natural light while capturing the stunning water views. A wealth of unique finishes such as imported stone and antique details travel throughout the master-designed floor plan, from the formal dining room, kitchen and breakfast area to six en -suite bedrooms and a detached guest house. Built for both business and leisurely pursuits, the 14,842-square-foot home also features an impressive two-story office with custom library as well as a large game room with beautiful hardwood floors, custom ceiling and a covered balcony from which to take in the panoramic water views. The expansive grounds capture the best in Florida lakefront living, with a custom swimming pool and spa, sparkling water fountains and impeccably manicured landscaping.

5318 Isleworth Country Club Dr Windermere, FL 34786

$8,500,000
6 Beds
8.5 Baths
11,182 SqFt
Status Active
MLS # O5441428
Property Type Single Family Home
Characterized by a lovely English garden designed to maximize its prime golf-front location, this estate is unparalleled in Isleworth. Beyond the circular driveway with fountain and porte-cochere entry, a pair of French doors open to the grand foyer featuring a curved staircase, wine cellar and polished marble floors with an intricate medallion inlay—all leading graciously into the more than 11,000-square-foot interior of this beautiful estate. Built by leading custom home builder Pellegrini Homes, the master-designed floor plan draws every room toward the home’s most impressive feature: a magnificent two-story indoor swimming pool. The main floor features formal living and dining rooms, a home office, kitchen and master suite, while the upper level hosts the game room and additional en-suite bedrooms. In each room, discover a ceiling unique to that particular space—a detail that was hand-selected by the homeowners to create a truly unique living experience. The grounds showcase sprawling gardens with a custom fountain, walking paths, a butterfly garden, and impeccably maintained landscaping as well as a private motor court flanked by a pair of two-car garages.

10242 Summer Meadow Way Golden Oak, FL 32836

$7,588,000
6 Beds
10 Baths
9,254 SqFt
Status Active
MLS # O5533030
Property Type Single Family Home
Nestled within the Golden Oak community and neighboring Four Seasons Resort Orlando, the enchanting enclave of Four Seasons Private Residences Orlando offers an effortless lifestyle at the place known for creating lasting memories. Prepare to indulge in luxurious and carefree indoor-outdoor living. Bonavento by Stonebridge Homes, Inc. is a stately Italianate estate home, masterfully designed for exceptional experiences. Standout features and touches at every turn for effortless indoor-outdoor living, entertaining, memory-making. Sumptuous owners suite provides a relaxing getaway with separate access to pool, spa and salon room. Home is partially furnished for an additional $385,000.

1360 Alabama Dr Winter Park, FL 32789

$7,500,000
7 Beds
11 Baths
10,600 SqFt
Status Active
MLS # O5541737
Property Type Single Family Home
Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre compound with over 10,000 SF of luxurious living space, private tennis court, resort-style pool, and more! Offering formal living areas, gourmet chef’s kitchen, open great room, his and her home offices, elevator, 12-person home theater, billiard room, and six guest suites, each with a private en suite, and a separate guest apartment with kitchen, this home leaves nothing to be desired. Detailed with high-end finishes throughout, the home is exquisite in every way. Polished travertine and hardwood flooring, trim moldings, wrought-iron railings, 27’ ceilings, and a whole-house entertainment system are just a few of the custom details that have been installed throughout the home. Walkout balconies off the front and rear of the home take full advantage of the home’s picturesque surroundings. The nearly 1,000 SF second floor lanai overlooks the pool and tennis courts and the attached 4-car garage, a rare and highly desirable find, along with the front circular drive provide a sophisticated entry for visiting guests. Private boathouse on Lake Maitland faces westward and offers gorgeous sunset views and convenient access to Winter Park’s main attraction the Chain of Lakes. Located on one of the most prestigious drives in town, this extraordinary trophy home is like no other and is just a short walking distance from the award-winning restaurants and boutique shops along Park Avenue.

11055 Bridge House Rd Windermere, FL 34786

$7,499,000
6 Beds
9 Baths
10,452 SqFt
Status Active
MLS # O5534935
Property Type Single Family Home
An elevated living experience awaits in one of Florida's most prominent locations. Featuring over 10,000 sq. ft. of exquisitely appointed living space, set on over 2 privately-gated acres with panoramic views of famed Lake Butler, this spectacular residence will captivate at every turn. Enchanting views & spacious indoor-outdoor spaces, united by walls of sliding glass doors, create a seamless connection to the nearly 365 ft of private water frontage with dock. The terraced patios, sunken summer kitchen, swim-up pool bar, natural rock waterfall, & meandering pool evoke a private resort, blending perfectly into the natural surroundings. Inside, open entertaining spaces feature the highest standards of materials, such as custom millwork, Italian flooring, one-of-a-kind fixtures, & European appliances. A voluminous first-floor owner's retreat beckons with large entry hall, 2 fireplaces, and a private living room with custom morning bar...all opening to multiple private terraces and pool beyond. The second story, completely reconfigured & expanded by the current owners, offers 3 spacious ensuite bedrooms plus media room. The estate is also graced with distinctive details such as 5 fireplaces, an elevator, wine room, multiple wet bars & private office. A renovated separate guest house sits to the rear of the property with lake views. Enjoy the serenity of the established community & 24-hour guard-gated security, just minutes from Orlando's world-class attractions, golf courses & international airport.

10249 Summer Meadow Way Golden Oak, FL 32836

$7,478,500
6 Beds
8 Baths
8,685 SqFt
Status Active
MLS # O5540095
Property Type Single Family Home
Nestled within the Golden Oak community and neighboring Four Seasons Resort Orlando, the enchanting enclave of Four Seasons Private Residences Orlando offers an effortless lifestyle at the place known for creating lasting memories. Prepare to indulge in luxurious and carefree indoor-outdoor living. An artful pairing of classical Italianate design and modern luxury living. Stunning spaces - with sumptuous features and amenities - offer grand yet gracious settings for occasions large and small. Owners' suite is a haven with morning bar, porch by spa. The home was built by Goehring & Morgan Construction, Inc. and partially furnished by Design Specifications, Inc.

10224 Summer Meadow Way Golden Oak, FL 32836

$7,385,000
6 Beds
9 Baths
8,160 SqFt
Status Active
MLS # O5532246
Property Type Single Family Home
Nestled within the Golden Oak community and neighboring Four Seasons Resort Orlando, the enchanting enclave of Four Seasons Private Residences Orlando offers an effortless lifestyle at the place known for creating lasting memories. Prepare to indulge in luxurious and carefree indoor-outdoor living. Timeless Italianate elegance in an artfully arranged mosaic of indoor and outdoor rooms. Exceptional design and amenities for effortless living and entertaining include magnificent outdoor living area with fireplace, courtyard, summer kitchen, pool, spa, and pool suite. A stunning residence by Derrick Builders, Inc. partially furnished by Toni Sims Design Studio.

5410 Osprey Isle Ln Orlando, FL 32819

$6,900,000
7 Beds
13 Baths
14,477 SqFt
Status Active
MLS # O5421264
Property Type Single Family Home
One of a kind custom built fully furnished Grand Estate on 2.4 acres of lush Florida landscaping along 450 feet of waterfront on Lake Chase of the Butler Chain of Lakes. 23’ grand entrance with mosaic tile floor, stained glass rotunda and twin glass staircases welcome you inside. Explore the gourmet kitchen, formal dining room, formal living room with magnificent 2 story round glass wall over looking pool and waterfront, unique large round theater room, 2 elevators, huge game room and massive upstairs master suite complete with wet bar, fireplace, spa bath, his and hers steam showers, walk in closets, separate sitting room/nursery and tons of storage. Walk outside to large indoor gym with full bath, 2 outdoor fireplaces, outdoor theater, large hot tub, lighted tennis/basketball court, and covered multi-boat house. A true entertainers dream home complete with professional sound studio, disco and separate 2-story guest quarter’s with full kitchen and garage. Isle of Osprey is an exclusive guard gated community of only 19 homes located within the world famous Bay Hill Golf community, only minutes to the attractions, restaurant row, and shopping.

1016 Genius Dr Winter Park, FL 32789

$6,795,000
6 Beds
9 Baths
10,314 SqFt
Status Active
MLS # O5496008
Property Type Single Family Home
Incredible 2-acre Modern Mediterranean lakefront estate on hidden peninsula between Lake Mizell & Virginia on the 6-lake chain of lakes… Enjoy both picturesque sunrises & sunsets with Rollins College chapel and downtown Orlando illuminated in the evening. This property is on a private street with only 2 other lakefront homes and the only gated lakefront street in all of Winter Park! This award-winning home was designed by Bernie Johnson and Master Custom Builder, Rial Jones with exceptional attention to detail… Over 10,000 sf of living area & apprx 15,000 sf under roof, this home offers every amenity, masterfully designed open floor plan, 6 bedroom suites, media rm, library, loft & other flexible spaces… Features include ceilings artfully designed, wood beams, coquina baseboards, Venetian plaster, custom millwork, travertine & distressed wood floors & exquisite detail… Gourmet island kitchen has commercial grade natural gas appliances, unique wood burning grill, adjacent butler's pantry plus a wine room. Downstairs master retreat overlooks lake with gas fireplace, sitting room, spacious dressing area, plus his/her baths. Four themed bedroom suites upstairs with offices for each. The lakefront lifestyle includes elegant pool with water features, 1260sf covered lanai with gas fireplace, pizza oven and summer kitchen, sport court, 4 garages in motor court all encompassed by lushly landscaped grounds with surrounding lakes... Truly one of the finest homes in Winter Park and Central Florida!

1 Seidel Rd Winter Garden, FL 34787

$6,500,000
1 Bed
1 Bath
1,088 SqFt
Status Active
MLS # O5545793
Property Type Villa
Thinking about getting away from the city? Then envision yourself owning over 155+/- pristine acres in the heart of Booming Orlando. Rare opportunity to own a piece of private lake frontage within the back gates of Walt Disney World. Home to the #1 tourist destination of the world, Walt Disney World is your neighbor while being secluded from everyday life. Surround yourself with Mother Nature as Lake Reedy Living offers the nouveau rich to acquire one of the most unique pieces of land. With over 1,800' of frontage on Reedy Lake a private ski-lake, miles of horse trails, fishing, natural game preserve, cedar lodge, this location is ideal for the swanky investor who seeks privacy yet minutes from all the major attractions and Orlando hustle and bustle of the big city. Horizon West has the 2nd fastest growth in the state and it’s the 3rd fastest master planned community in the country. Peace and tranquility awaits you on Reedy Lake to build your family, corporate, religious estate compound or retreat away from the hustle and bustle yet just 1 mile from all Orlando major attractions, shops, restaurants and thoroughfares.