- beds
- 4
- baths
- 2
- sqft
- 1,500
1405 kissimmee drive
kissimmee, fl 34759
beds | baths | sqft








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beds
baths
sqft
Single Family Residence
— Days on Market
Built in 2005
$223.55/sqft
6,970 sq ft
$81 HOA Dues
18221 Windsor Dr presents the finest residence in the neighborhood- an exceptional modern Mediterranean estate that redefines luxury through scale, design, and presence. Offering 5 bedrooms, 6 bathrooms, and approximately 5,980 square feet of impeccably curated living space, this home seamlessly blends architectural elegance with contemporary sophistication. From the moment you approach, the sense of grandeur is undeniable. A commanding front elevation and expansive statement driveway create a dramatic arrival experience that leaves a lasting impression. The refined architectural lines and grand entry sequence set a tone of sophistication and prominence from the very first glance. At the heart of the home, a showpiece chef's kitchen features custom cabinetry, an oversized statement island, top-tier appliances, and a fully equipped prep kitchen. Soaring ceilings and expansive walls of glass flood the interiors with natural light, while oversized sliding doors create a seamless transition between indoor and outdoor living. Wide-plank flooring and refined finishes elevate the open-concept spaces, flowing effortlessly from formal and casual living areas to the resort-style backyard, perfectly designed for both everyday comfort and elevated entertaining. The backyard unfolds like a five-star retreat. A resort-style pool and spa serve as the centerpiece, framed by a sophisticated cabana, curated lounge areas, and a fully equipped outdoor kitchen with built-in BBQ and generous dining space designed for effortless entertaining. Mature trees and lush landscaping surround the yard, creating a natural sense of privacy and seclusion, allowing you to enjoy the space as your own tranquil retreat. The primary suite is a true sanctuary, complete with a private terrace, spa-inspired bath, and a generous walk-in closet. Each additional en-suite bedroom is generously proportioned and elegantly appointed, delivering a refined blend of comfort and cohesive design throughout. Additional highlights include a state-of-the-art theater, dedicated gym, game room with wet bar, a private sauna, and a beautifully appointed laundry suite. An expansive driveway and garage provide abundant parking and convenience. With its commanding presence, dramatic entry, effortless indoor-outdoor flow, and unmatched amenities, 18221 Windsor Dr stands as one of the most impressive and complete offerings in the area- an extraordinary opportunity to own a truly standout estate.
18221 Windsor Dr presents the finest residence in the neighborhood- an exceptional modern Mediterranean estate that redefines luxury through scale, design, and presence. Offering 5 bedrooms, 6 bathrooms, and approximately 5,980 square feet of impeccably curated living space, this home seamlessly blends architectural elegance with contemporary sophistication. From the moment you approach, the sense of grandeur is undeniable. A commanding front elevation and expansive statement driveway create a dramatic arrival experience that leaves a lasting impression. The refined architectural lines and grand entry sequence set a tone of sophistication and prominence from the very first glance. At the heart of the home, a showpiece chef's kitchen features custom cabinetry, an oversized statement island, top-tier appliances, and a fully equipped prep kitchen. Soaring ceilings and expansive walls of glass flood the interiors with natural light, while oversized sliding doors create a seamless transition between indoor and outdoor living. Wide-plank flooring and refined finishes elevate the open-concept spaces, flowing effortlessly from formal and casual living areas to the resort-style backyard, perfectly designed for both everyday comfort and elevated entertaining. The backyard unfolds like a five-star retreat. A resort-style pool and spa serve as the centerpiece, framed by a sophisticated cabana, curated lounge areas, and a fully equipped outdoor kitchen with built-in BBQ and generous dining space designed for effortless entertaining. Mature trees and lush landscaping surround the yard, creating a natural sense of privacy and seclusion, allowing you to enjoy the space as your own tranquil retreat. The primary suite is a true sanctuary, complete with a private terrace, spa-inspired bath, and a generous walk-in closet. Each additional en-suite bedroom is generously proportioned and elegantly appointed, delivering a refined blend of comfort and cohesive design throughout. Additional highlights include a state-of-the-art theater, dedicated gym, game room with wet bar, a private sauna, and a beautifully appointed laundry suite. An expansive driveway and garage provide abundant parking and convenience. With its commanding presence, dramatic entry, effortless indoor-outdoor flow, and unmatched amenities, 18221 Windsor Dr stands as one of the most impressive and complete offerings in the area- an extraordinary opportunity to own a truly standout estate.
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Listing Details
MLS Details
Jun 4, 2025
listed (Coming Soon)
$449,000
CentralJerseyMLS #2514525R
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