Skip to content
Property for sale at 8398 HAPPY TRAIL, KISSIMMEE, FL, 34747
Property for sale at 8398 HAPPY TRAIL, KISSIMMEE, FL, 34747
1 / 61

8398 Happy TrailKissimmee, FL, 34747

4beds
4baths
3,667sqft
Single Family Residence
Built in 2024
$50 Monthly HOA Fee
$2,495,000
For sale
$2,200,000+$295,000 (13%)Increased Oct 5, 2026
Price per sqft
$680
Days on market
190
Listed
Apr 9
MLS #O6396464Updated Oct 5, 2026

About this property

Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, an oversized 3-car garage with EV charging outlet, and a thoughtfully designed open-concept modern floor plan with expansive living spaces throughout. Step inside to experience soaring 14-foot ceilings throughout the entire home, enhanced by tray ceilings in the dining room, living room, and primary suite, along with a striking 16-foot cathedral ceiling in the designer kitchen, creating a bright and dramatic architectural presence. The gourmet kitchen is a true centerpiece, showcasing an oversized island with Italian granite, extensive custom cabinetry, a hidden oversized walk-in pantry, and a seamless connection to the main living and dining areas, ideal for both everyday living and entertaining. The elegant dining room features a stunning double glass-door wine display, while a beautifully designed wet bar with wine cooler adds both style and functionality. The spacious living area is anchored by a modern built-in electric fireplace with custom finishes. The breakfast area is framed by oversized picture windows, offering beautiful views of mature oak trees and the natural landscape, creating a serene, park-like setting. The luxurious primary suite offers a spa-inspired bathroom featuring a freestanding soaking tub positioned beneath a large picture window, a walk-in glass shower, and refined finishes that create a true retreat experience. All additional bedrooms are generously sized and designed for comfort and privacy. Outdoor living is equally impressive, featuring a covered lanai with a fully equipped outdoor kitchen, extensive paved areas, and expansive open acreage surrounded by beautiful mature trees. Zoned for horses, the property offers ample room for a barn, workshop, RV storage, or future additions. Additional features include double-glazed energy-efficient windows, premium modern motorized blinds throughout the entire home, large sliding glass doors, a private water well eliminating monthly water costs, and a seven-zone irrigation system.

Top Villas Intelligence

Projected rental revenue and ownership costs
Sign in to view rental intelligenceSee projected rental revenue, ownership costs, operating yield, and supporting evidence.
Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
8398 Happy Trail
City
Kissimmee
State
FL
ZIP code
34747
Year built
2024
New construction
No
Faces
North
Rooms
11
Building stories
1
Living area
3,667 sqft
Total building area
5,245 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 16, 2026 at 4:02 PM EDT

Price & sale history

Asking price increased by $295,000 (13.4%) since first listed.

EventPrice
Price increasedMLS #O6396464$2,495,000Change: +13.4%+$295,000
Listed for saleMLS #O6396464$2,200,000
SoldMLS #S4850828$60,000
Listed for saleMLS #S4850828$150,000
History may be incomplete.
Explore nearby sales

Location

Recent sales nearby

Property for sale at 8398 HAPPY TRAIL, KISSIMMEE, FL, 34747
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.