Majestic Kissimmee Estate Blends Mediterranean Elegance with Resort-Style Living for $5.9 Million
A Rare Private Estate in the Heart of Central Florida
Located in the desirable equestrian community of Happy Trails in Kissimmee, 8590 Apache Trl is a timeless luxury estate offering both architectural grandeur and the tranquility of private acreage. Set on a lush 5-acre parcel and encompassing 11,138 square feet of living space, this $5.9 million residence is a true sanctuary for those who demand elegance, comfort, and connection to nature. Constructed in 2009 with Mediterranean influences, the home blends classic design with modern luxury, presenting a compelling opportunity in the Kissimmee real estate market.
As you pass through the private gate, the estate opens to a sweeping driveway shaded by mature oaks, culminating in a grand entrance. Inside, soaring ceilings, a handcrafted stone fireplace, and a sweeping marble staircase adorned with a Swarovski crystal chandelier make a breathtaking first impression. From the foyer onward, 8590 Apache Trl reveals an extraordinary attention to detail designed for luxury living.
Elegant Interiors Crafted for Comfort and Entertainment
The formal living and dining rooms are richly appointed with custom woodwork and elegant ceiling treatments, ideal for intimate dinners or formal entertaining. The open-concept chef’s kitchen features stone countertops, a center island, breakfast bar, custom cabinetry, and top-tier appliances, including a wine refrigerator and gas range. The space flows seamlessly into a light-filled family room, where sliding glass doors retract at the corner to merge the indoors with the outdoor terrace.
This home in Kissimmee for sale includes five spacious bedrooms, each with an en-suite bathroom and walk-in closet. The primary suite is especially luxurious, offering a cozy sitting area, oversized dressing closet, and a private view of the landscaped grounds. The media room is nothing short of exceptional, showcasing a custom chandelier commissioned from Tiffany’s New York – an element that transforms the space into a cinematic experience.
In addition to the bedrooms and main living areas, 8590 Apache Trl provides an array of lifestyle-focused spaces. A private library offers quiet retreat, while a gym with an integrated steam room supports wellness without leaving home. Upstairs, a large game room opens to a covered balcony, perfect for casual gatherings or a relaxing evening under the stars.
SEE MORE: $10.3 Million Modern Gulf-Front Masterpiece Redefines Luxury Living in Indian Rocks Beach
Resort-Style Amenities in a Lush, Natural Setting
The outdoor features at 8590 Apache Trl evoke the feeling of a private resort. A gunite pool and heated spa are surrounded by tropical landscaping and majestic trees, creating a peaceful, shaded escape. An outdoor kitchen with a covered lounge area makes entertaining seamless, while the full-size tennis court offers recreational opportunities steps from the back patio.
Listing agent Brian Hyser of THE AGENCY Orlando tells Luxury Houses Magazine, “This estate was built to be enjoyed year-round, inside and out. From alfresco dinners under the stars to early morning tennis and late-night movies in the media room, the design speaks to experience and elegance.”
In terms of infrastructure, the home includes an elevator, central vacuum, a 4-car attached garage, and zoned climate systems. Every feature was curated for ease and elevated daily living, showcasing why this residence is unlike anything else on the market in Kissimmee.
A Proven Investment with Historical Value
The history of 8590 Apache Trl reflects long-term vision and rising property value. Originally purchased for $54,000 in 2003, the land was acquired again in 2007 for $300,000 before the current custom home was built. This Kissimmee home for sale has since undergone multiple listings, including in 2021 at $5 million, and returned to the market in April 2025 at $5.99 million. In May 2025, the price was adjusted to its current $5.9 million, affirming the seller’s strategic positioning in today’s competitive market.
Hyser shared. “Though the owner declined to comment, their dedication is evident in every corner of this property.”
SEE MORE: Spectacular $10.5 Million Waterfront Estate in Ponte Vedra Beach Offers Rare Intracoastal Luxury
Prime Location with Access to Central Florida’s Finest Amenities
What makes 8590 Apache Trl particularly compelling is its setting in Happy Trails, a secluded community that offers low HOA fees and the ability to keep horses – just minutes from some of Florida’s best-known attractions. Residents of this Kissimmee enclave enjoy direct access to I-4 and SR-429, placing Walt Disney World, Universal Studios, and Orlando International Airport all within a short drive.
For daily convenience, the area is near shopping destinations like The Loop and Water Tower Shoppes, golf courses at ChampionsGate, and upscale dining and spa facilities at Celebration and Margaritaville. Highly rated schools and health care services, including AdventHealth Celebration, round out the community’s appeal for both families and retirees.
Local resident Jessica Ortega, who has lived in Happy Trails for seven years, told Luxury Houses, “We were drawn to the peaceful setting but stayed because of the access. You can go from riding trails to fine dining in fifteen minutes.”
A Legacy Property in the Kissimmee Real Estate Landscape
There is no other listing in Kissimmee quite like 8590 Apache Trl. It offers scale, privacy, and craftsmanship in a way that appeals to discerning buyers seeking long-term value and unmatched quality. Whether envisioned as a forever home, multi-generational estate, or private Florida retreat, the property delivers on every front.
“This is more than a residence – it’s a landmark,” Hyser concluded in his remarks to Luxury Houses Magazine. “It’s a chance to own one of the most exquisite luxury homes in Kissimmee.”
Explore the listing, view full listing on Zillow.
For inquiries or to schedule a private showing, please contact:
Brian Hyser
407-951-2472
THE AGENCY ORLANDO
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Florida here:
- Majestic Kissimmee Estate Blends Mediterranean Elegance with Resort-Style Living for $5.9 Million
- $10.3 Million Modern Gulf-Front Masterpiece Redefines Luxury Living in Indian Rocks Beach
- Newly Completed $8 Million Waterfront Masterpiece in Fort Lauderdale Offers Rooftop Living and Intracoastal Views
- Spectacular $10.5 Million Waterfront Estate in Ponte Vedra Beach Offers Rare Intracoastal Luxury
