PRICE IMPROVED! Highly successful vacation rental with strong occupancy history in Windsor Hills Resort. Exceptional opportunity to own a highly successful vacation rental in the premier Windsor Hills Resort, located less than 2 miles from Walt Disney World. This fully furnished, beautifully themed 2-bedroom, 2-bath condominium is truly turnkey and ready for immediate personal use or continued short-term rental operation. This property has been consistently in demand, with strong guest occupancy and repeat bookings, making showings limited due to frequent guest stays—a testament to its rental performance and popularity. Located on the desirable fourth floor with elevator access, the unit offers convenience for guests while providing privacy and peaceful resort views. Recent major improvements include a brand-new A/C system installed in 2025 with a transferable 10-year warranty and a new water heater, giving future owners added confidence and reduced maintenance concerns. Windsor Hills is one of Central Florida's most sought-after short-term rental communities, featuring 24-hour guard-gated security and world-class amenities including a lagoon-style resort pool, water slides, splash park, movie theater, arcade, fitness center, sports courts, playgrounds, and on-site convenience store. Just minutes from Disney, shopping, restaurants, golf courses, and major highways, this property offers the ideal combination of location, lifestyle, and income potential. Whether you're seeking a proven vacation rental investment, a Disney-area second home, or both, this is an opportunity you won't want to miss. Buyer to verify all measurements, HOA information, fees, rental restrictions, and property details.
- Built in 2005
- $248.84/sqft
- 178 days on market
- Directions: From I-4 West, take the exit to 192. Turn left to N. Old Lake Wilson Rd and right on Teascone Blvd.
- County: Osceola
- Geo subdivision: VENTURA AT WINDSOR HILLS CONDO PH 3
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Community Info
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Miriam Rogacheski
Corretora de Imóveis 🇺🇸
- Source: Stellar MLS
- MLS #: O6368621
Listing updated: June 7, 2026 at 3:09PM
Listing provided by: Lucia Souza, WRA BUSINESS & REAL ESTATE
Last checked 6 days ago
Listing provided by: Lucia Souza, WRA BUSINESS & REAL ESTATE
Last checked 6 days ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.







