Windermere Acreage Homes For Sale

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MLS# O5746245
Total Acreage: 18.16

Windermere, Florida - Homes For Sale 9508 Windy Ridge Rd, Windermere, Fl 34786 | MLS Number: O5746245

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9508 Windy Ridge Rd, Windermere, Florida 34786
Price: $28,500,000

Bedrooms: 7 Bathrooms: 13.0
Living Square Footage: 51,000

Type: Single Family Residence

Windermere Acreage Home Description:
Private Windermere lakefront compound with 18 acres on The Butler Chain of Lakes offering an unparalleled presence and prestige in Central Florida's most desirable location. This walled and gated estate boasts a 25,000 sqft. state-of-the-art family residence, a 5,600 sqft grand lodge with catering kitchen and entertainment hall, a 4,000 sqft wood paneled air conditioned garage with 20 ft. ceilings and tile floors, detached office with guest apartment, a 3,800 sqft storage building with 20 ft. ceilings, separate staff living quarters, and massive 25 meter pool. The residence combines the warmth of classic Georgian architecture with modern comfort. The grand entry invites guests with a floating mahogany staircase, paneled walls, and distinctive Murano chandeliers. Generous art gallery leads to a grand living room with furniture quality mahogany walls and expansive lake views. The enormous kitchen and family room is perfect for gatherings within its warm cypress walls and honey-onyx floors. The chef's dream kitchen with all amenities including a salamander for warming and broiling, a double convection oven, an extra stand-alone double convection oven, and a 72 cubic ft. refrigerator and 72 cubic ft. freezer. Two staircases or fully paneled ADA commercial elevator access the second floor featuring 4 bedroom suites, an 85' grand parlor with 20 ft. ceilings, and a screened porch with southern lakefront views and Disney fireworks nightly. An exceptional compound for the most discriminating buyer.

MLS# O5714911
Total Acreage: 3.19

Windermere, Florida - Homes For Sale 9912 Lake Louise Dr, Windermere, Fl 34786 | MLS Number: O5714911

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9912 Lake Louise Dr, Windermere, Florida 34786
Price: $23,000,000

Bedrooms: 11 Bathrooms: 12.0
Living Square Footage: 25,466

Type: Single Family Residence

Windermere Acreage Home Description:
An exquisite waterfront estate within one of Orlando's most sought after golf community of Isleworth Country Club. This impressive mansion offers car enthusiasts a dream showcase garage that can accommodate collections of 40+ cars. This impressive estate features nearly 800 feet of water frontage, offering commanding views of the pristine lake waters whether you are in the grand entrance, kitchen or guest quarters. The structural balance and perfection of this estate is shown through it's appealing and accommodating floorplan. Across the home you will be awed by the marble flooring, majestic double staircase, floor to ceiling windows and impressive garages. Situated on over 3 acres of land, virtually every room in this estate offers unobstructed lake views of the Butler Chain. As you stroll through the perfectly manicured gardens of this mansion, you will arrive at the covered double boat lift and double jet ski dock where you will spend countless afternoons enjoying the lake life and creating memories with your family and friends. This one of a kind mansion exudes luxury, elegance and grandeur. The community of Isleworth features 24 hour guard gate, 18 hole championship golf course designed by Anorld Palmer, 89,000 sq feet club house, gym, tennis, restaurant, bar, resort style pool, water sports, family activities and youth programs. Click on the virtual tour to see the video.

MLS# O5433535
Total Acreage: 3.76

Windermere, Florida - Homes For Sale 5115 Fairway Oaks Dr, Windermere, Fl 34786 | MLS Number: O5433535

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5115 Fairway Oaks Dr, Windermere, Florida 34786
Price: $10,999,000

Bedrooms: 7 Bathrooms: 9.0
Living Square Footage: 15,063

Type: Single Family Residence

Windermere Acreage Home Description:
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.

MLS# O5700351
Total Acreage: 1.03

Windermere, Florida - Homes For Sale 5372 Isleworth Country Club Dr, Windermere, Fl 34786 | MLS Number: O5700351

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5372 Isleworth Country Club Dr, Windermere, Florida 34786
Price: $8,600,000

Bedrooms: 8 Bathrooms: 9
Living Square Footage: 13,230

Type: Single Family Residence

Windermere Acreage Home Description:
This exquisite one of a kind Isleworth masterpiece features unparalleled details and craftsmanship throughout. From the hand carved millwork to the imported marble fireplaces and over 115 Italian marble columns, European craftsmen have custom fabricated every detail of this fabulous home. As you step through the front doors you’re immediately greeted by soaring two story ceilings and a rock waterfall spilling into koi pond directly beneath your feet. Directly in front of you is a massive gathering room with views of the pool and lake. The kitchen is truly a chef’s dream, with its intricate custom cabinetry, top of the line appliances, exotic fossil stone counter tops from Greece, and Chicago brick ceiling details no expense was spared. The luxurious master suite features a private veranda with breathtaking views of hourglass pond and separate his and hers bathrooms. Additional amenities include two detached guest homes, an attached nanny’s quarters, a detached covered patio with retractable screens and a summer kitchen, a fabulous pool covered by a spectacular wood lined rotunda, a home theater, a stunning home office, and a fitness center with an indoor exercise pool, sauna, and steam room. This iconic Isleworth Estate truly has too many details to list. Just minutes from world class shopping, fine dining, and all of the area attractions, the owners of this remarkable home will never have a shortage of things to do.

MLS# O5713515
Total Acreage: 1.74

Windermere, Florida - Homes For Sale 5318 Isleworth Country Club Dr, Windermere, Fl 34786 | MLS Number: O5713515

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5318 Isleworth Country Club Dr, Windermere, Florida 34786
Price: $7,200,000

Bedrooms: 6 Bathrooms: 9.0
Living Square Footage: 12,128

Type: Single Family Residence

Windermere Acreage Home Description:
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 12,000-square-foot interior of this beautiful estate. Built by leading custom homebuilder Pellegrini Homes, the master-designed floor plan draws every room toward the home’s most impressive feature: a magnificent two-story indoor swimming pool with over 4,000-square-feet of air-conditioned living area. 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 guest suite, discover a ceiling unique to that particular space as well as a full bathroom with both garden tub and separate shower — details that were 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 equating to over 1,300-square-feet, one of which features an expansive storage room.

MLS# O5711522
Total Acreage: 2.48

Windermere, Florida - Homes For Sale 11055 Bridge House Rd, Windermere, Fl 34786 | MLS Number: O5711522

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11055 Bridge House Rd, Windermere, Florida 34786
Price: $6,750,000

Bedrooms: 6 Bathrooms: 7.5
Living Square Footage: 10,452

Type: Single Family Residence

Windermere Acreage Home Description:
MASTERPIECE ON THE BUTLER CHAIN! Featuring over 10,000 square feet of exquisitely appointed interior living space, on over two privately gated acres with panoramic views of the famed Lake Butler, this spectacular residence will captivate at every turn. Enchanting lake views and spacious indoor-outdoor living spaces, united by wall of sliding glass doors, create a seamless connection to the 365 feet of private water frontage. Terraced patios, swim-up pool bar, natural rock waterfall, private dock and meandering pool evoke a private resort and blend perfectly with the natural Florida surroundings. Inside, open entertaining spaces are graced with the highest standards of materials, such as Tuscan cassia scuro flooring, custom light fixtures and European appliances. A voluminous first-floor owner's retreat beckons with large entry hall, dark oak flooring, 2 fireplaces, private living room with custom morning bar, and a sliding wall of glass, opening to multiple private terraces. COMPLETELY REMODELED, the second story offers three generously appointed ensuite bedrooms plus media room. The estate is also graced with distinctive details such as 5 fireplaces, an elevator, wine room, private office and more. A stand-alone guest house in the rear of the estate has been completely renovated and features views of Lake Butler. Minutes from Orlando's world-class attractions and a short drive to the international airport, come enjoy this elevated living experience in one of Florida's most prominent locations.

MLS# O5713089
Total Acreage: 1.18

Windermere, Florida - Homes For Sale 5354 Isleworth Country Club Dr, Windermere, Fl 34786 | MLS Number: O5713089

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5354 Isleworth Country Club Dr, Windermere, Florida 34786
Price: $6,300,000

Bedrooms: 5 Bathrooms: 6
Living Square Footage: 9,811

Type: Single Family Residence

Windermere Acreage Home Description:
Beautifully mirrored in Hourglass Lake, this home was designed to reflect the elegance of an old, Italian villa positioned on an oversized lot with more than an acre of lush, manicured gardens. Globally sourced materials, including medallions of ancient terracotta, marble and granite retrieved from the same Vatican quarries outside Rome. Down the brick-paver driveway, through the honed-marble framed front doors, you are welcomed by Jerusalem limestone and a sweeping custom wrought iron crafted staircase. Overlooking hourglass pond is the kitchen encompassed by a great room, dining room and a breakfast nook and bar. The bathroom features beautiful ceilings, dual vanities, showers and his-and-her water closets, and leads to a private bath and Jacuzzi located on the outside terrace and garden area. The covered breezeways run from the main house to the five-car garage and golf-car garage. Nestled in the backyard is a 12-foot deep pool with spa, half-basketball court and summer kitchen. A walkway leads to the guest house, which includes a living room offering lake views and large bedroom with two king-sized beds, beautiful wood doors and a walk-in closet. Gracious living at its finest, this home offers a theater and billiard room. Additional unique features include Jacuzzi tubs in all bathrooms, a rose garden, fruit trees and a security system. Important works of art and select furniture may be available.

MLS# O5701437
Total Acreage: 2.01

Windermere, Florida - Homes For Sale 5020 Down Point Ln, Windermere, Fl 34786 | MLS Number: O5701437

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5020 Down Point Ln, Windermere, Florida 34786
Price: $5,949,000

Bedrooms: 5 Bathrooms: 8
Living Square Footage: 9,621

Type: Single Family Residence

Windermere Acreage Home Description:
Villa Constantia is the epitome of luxury Windermere lake front living. Designed by legendary architect John Henry this exquisite lake front mansion is perfectly positioned on Lake Down, part of the renowned Butler Chain of lakes. Every inch of this stunning residence is built on a grand scale; from the 6 car garage, to the soaring 30 foot ceilings, the 12 seat home theater, a breakfast nook with seating for 10, and a private fitness center. This amazing estate boasts over 15,500 total square feet including covered patios and outdoor living space. As you enter through the custom mahogany front doors your eyes are immediately greeted by a two story wall of windows with one of a kind lake views. Owners will fall in love with the lavish master suite featuring a private sitting lounge and magnificent spa bath. The kitchen is highlighted by top of the line appliances, opulent granite surfaces, huge center island, and an amazing hidden pantry. Additional features include a private elevator, personal sauna, yoga/meditation room, and a 2 bedroom detached guest house. This home is all about luxury, convenience, and lifestyle. While sitting on the covered lanai, peacefully gazing at the water you will feel like you have left the city while in actuality you are just minutes from fine dining, incredible shopping, and all of Central Florida's amazing theme parks. Owner has budgeted $100,000 for the pool of your choice.

MLS# O5702966
Total Acreage: 3.24

Windermere, Florida - Homes For Sale 12202 Park Ave, Windermere, Fl 34786 | MLS Number: O5702966

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12202 Park Ave, Windermere, Florida 34786
Price: $4,900,000

Bedrooms: 4 Bathrooms: 4
Living Square Footage: 5,162

Type: Single Family Residence

Windermere Acreage Home Description:
Extraordinary and private Lake Butler estate with 3.24 acres of manicured grounds, 314 ft lake shoreline (226 ft across), a sprawling custom single story residence on double lot with detached 4-car garage, separate pool house and mammoth 50x19ft swimming pool, sandy beach and landing area plus concrete seawall, and grandfathered double boat house with garage doors featuring an enclosed sitting room with docking pier that cannot be duplicated. Welcome to “Architectural Digest’s House of the Year 1987”. Set behind its own private gates inside the gated Chaine Du Lac neighborhood in Windermere, this spectacular residence offers the luxury of a secured community without being subject to HOA restrictions. A brick paver drive winds beneath the towering grandfather oaks and past manicured grounds with lush landscaping to reveal an expansive Mid-century modern home built with brick and an abundance of glass, featuring large open gathering spaces within its 5,162 sq feet. A massive great room is perfect for family gatherings or large events. The sprawling enclosed screened patio with summer kitchen will be a favorite spot for entertaining. This is one of the largest parcels on Windermere’s signature Lake Butler. And because of zoning changes, this enclosed boathouse with 3-boat garage lifts with motorized doors, separate sitting room, docking or fishing pier, and jet ski lift space cannot be replicated. Whole-home generator. Opportunities like this are rare indeed. A private retreat with so many possibili

MLS# O5571293
Total Acreage: 1.16

Windermere, Florida - Homes For Sale 9711 Deacon Ct, Windermere, Fl 34786 | MLS Number: O5571293

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9711 Deacon Ct, Windermere, Florida 34786
Price: $4,774,000

Bedrooms: 5 Bathrooms: 4.5
Living Square Footage: 8,400

Type: Single Family Residence

Windermere Acreage Home Description:
Offering breathtaking views of beautiful Lake Isleworth, the Splendido Estate in the renowned Isleworth Golf & Country Club delivers beautiful sunsets and an Italian-inspired interior totaling 8,400 square feet. Set on a cul-de-sac with 360 feet of lake frontage, the sprawling estate boasts countless artistic finishes and luxurious living spaces against a backdrop of water vistas. A private gate and motor court lead to the main entrance where a beautiful, open interior is revealed through custom French doors. Inspired by Michelangelo, the grand foyer features a 20-foot ceiling and custom tiles featuring icons of The Vatican. The expansive kitchen with casual dining area, large center island with double-thick granite and professional appliances by Viking, Sub-Zero and Miele boasts sliding glass doors that open to create a captivating indoor-outdoor living experience. The master suite offers its own private, screened lanai from which to enjoy the lakeside sunsets. For the ultimate indulgence, the suite's dual-sided fireplace is shared by the master bath with a large jetted tub, walk-in shower, dual sinks and his-and-her walk-in closets. Together with three additional bedroom suites, the home offers a formal living room with marble fireplace, a family room, game room with bar, and an office or in-law suite with private entrance. By night the grounds come to life, with a sprawling terrace, summer kitchen, open-air pool and spa, and manicured landscaping enveloped by mature trees and panoramic lake views.


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