1 / 60For Sale • Windsor Hills Resort
Kissimmee, FL 34747 • MLS# O6413930
$610,000
5
Bedrooms
5
Bathrooms
2,297 sqft
Living Area
2006
Year Built
—
Garage
Yes
Private Pool
Property Description
This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Property Overview
- Status
- Active
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- Year Built
- 2006
- City
- Kissimmee
- ZIP / Area
- 34747
- Subdivision
- Windsor Hills Ph 3
- State
- FL
- County
- Osceola
- List Date
- Jun 11, 2026
- MLS #
- O6413930
- List Price
- $610,000
Bedrooms & Bathrooms
- Bedrooms
- 5
- Total Bathrooms
- 5
- Full Bathrooms
- 5
- Half Bathrooms
- 0
Structure
- Construction Materials
- Block, Frame
- Roof
- Shingle
- Foundation
- Slab
- Flooring
- Carpet, Tile
- Private Pool
- Yes
Size & Lot
- Living Area
- 2,297 sqft
- Lot Size
- 6,098 sqft
- Acres
- 0.14
- Waterfront
- No
Utilities
- Heating
- Electric
- Cooling
- Central Air
- Water Source
- Public
- Sewer
- Public Sewer
Additional Features
- Interior Features
- Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Window Treatments
- Exterior Features
- Playground, Sidewalk, Tennis Court(s)
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Neighborhood — Windsor Hills Resort
Windsor Hills Resort is a gated, short-term-rental approved resort community in Kissimmee, FL 34747, roughly two miles from the Walt Disney World gates. Owners and guests enjoy a clubhouse, zero-entry pool with water slide, fitness center, movie theater, game room, tennis and sports courts, and 24-hour guarded entry — amenities covered by the community association.
HOA & Tax Information
- Association Fee
- $6,862 / Annually
- Annual Property Tax
- $6,546
- Tax Year
- 2025
HOA, Community & Pets
- Minimum Lease
- 1-7 Days
Ask About This Property
Answers use verified MLS data for this listing. For anything the MLS doesn't cover, a Windsor Hills agent will follow up.
Frequently Asked Questions
Listing courtesy of IN TOUCH REAL ESTATE LLC — Mark Breymeier.

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