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.
Property Details
Price:
$2,495,000
MLS #:
O6396464
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HAPPY TRAILS UNITS 1 & 2 UNREC
Neighborhood:
34747kissimmeecelebration
Listed Date:
Apr 9, 2026
Finished Sq Ft:
3,667
Total Sq Ft:
5,245
Lot Size:
218,148 sqft / 5.01 acres (approx)
Year Built:
2024
See this Listing
Schools
Elementary School:
Westside Elem
Middle School:
West Side
High School:
Celebration High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Luxury Vinyl, Porcelain Tile
Heating
Central, Exhaust Fan, Heat Pump, Zoned
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Electric Dryer Hookup, Laundry Room, Washer Hookup
Levels
One
Exterior
Architectural Style
Custom
Association Amenities
Gated
Attached Garage YN
1
Community Features
Horses Allowed
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Awning(s), Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Rain Gutters, Sliding Doors
Garage Spaces
3
Green Energy Efficient
HVAC, Windows
Lot Features
Corner Lot, Landscaped, Near Golf Course, Near Public Transit, Oversized Lot, Private, Sloped, Zoned for Horses
Open Parking YN
1
Parking Features
Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Golf Cart Parking, Ground Level, Guest, Oversized
Patio And Porch Features
Covered, Front Porch, Patio
Roof
Concrete, Tile
Security Features
Gated Community, Smoke Detector(s)
View
Trees/Woods
Window Features
Drapes, ENERGY STAR Qualified Windows, Shades, Window Treatments
Financial
HOA Fee
$50
HOA Fee Frequency
Monthly
HOA Name
Ron Hibbeln
Tax Year
2025
Taxes
$10,852
Map
Community
- Address8398 HAPPY TRAIL KISSIMMEE FL
- SubdivisionHAPPY TRAILS UNITS 1 & 2 UNREC
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Oct 18, 2026
2,256
Single Family Listed
165
Avg DOM
215
Avg $ / SqFt
$474,401
Avg List Price
Property Summary
- Located in the HAPPY TRAILS UNITS 1 & 2 UNREC subdivision, 8398 HAPPY TRAIL KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $2,495,000 and features 4 beds, 4 baths, and has approximately 3,667 square feet of living space, and was originally constructed in 2024. The current price per square foot is $680. The average price per square foot for Single Family listings in KISSIMMEE is $215. The average listing price for Single Family in KISSIMMEE is $474,401. To schedule a showing of MLS#o6396464 at 8398 HAPPY TRAIL in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FUTURE HOME REALTY INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 8398 HAPPY TRAIL
KISSIMMEE, FL
