This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.
- Built in 2007
- 2 garage spaces
- $295.60/sqft
- Lot size: 7,231 sqft
- 1 days on market
- Directions: From US192, take Old Lake Wilson Rd south to Teascone Blvd. Drive through Windsor Hills gates. House on right towards the top of the hill.
- County: Osceola
- Geo subdivision: WINDSOR HILLS PH 06
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Let's get in touch!
Let's get in touch!

José Freitas

- Source: Stellar MLS
- MLS #: S5154949
Listing updated: August 11, 2026 at 10:47AM
Listing provided by: Alan Martin, FRONTLINE FLORIDA REALTY, INC.
Last checked 3 hours ago
Listing provided by: Alan Martin, FRONTLINE FLORIDA REALTY, INC.
Last checked 3 hours ago
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