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Discover a rare gem in Windsor Hills: purposefully designed to generate income. This property has undergone extensive updates and capital improvements, with over $60,000 invested into the home since 2021. Major upgrades include a full roof replacement (2025), pool resurfacing with new mosaic installation (2024), and the addition of a Nirvana FC-140 Heat & Cool system (January 2026), allowing for both heating and cooling of the pool an added advantage for year-round bookings. Additional improvements include: bathroom updates, drain pump installation, drywall upgrades with smooth wall finishes in multiple rooms, staircase carpeting replacement with white risers, and washer and dryer replacement. Professionally managed and meticulously maintained as a short-term rental, the property benefits from a consistent booking history, with future reservations already in place offering immediate income potential for the next owner. Location is everything. Windsor Hills is one of Central Florida's premier gated resort communities, located just 4 miles from Walt Disney World. Guests enjoy access to world-class amenities including a resort-style clubhouse, fitness center, tennis courts, playgrounds, and more driving strong, repeat demand year after year. Whether you're seeking a turnkey vacation retreat, a second home, or a high-performing investment property, this opportunity checks every box. Schedule your private showing today.
| DAYS ON MARKET | 40 | LAST UPDATED | 5/6/2026 |
|---|---|---|---|
| TRACT | WINDSOR HILLS PH 3 | YEAR BUILT | 2005 |
| COMMUNITY | 34747 - Kissimmee/Celebration | GARAGE SPACES | 2.0 |
| COUNTY | Osceola | STATUS | Sold |
| PROPERTY TYPE(S) | Single Family |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Convection Oven, Dishwasher, Disposal, Dryer, Refrigerator, Washer |
| AREA | 34747 - Kissimmee/Celebration |
| CONSTRUCTION | Block, Stucco |
| GARAGE | Yes |
| HEAT | Central |
| HOA DUES | 1588 |
| LOT | 6098 sq ft |
| LOT DIMENSIONS | 50x125 |
| PARKING | Attached |
| POOL | Yes |
| POOL DESCRIPTION | Heated, In Ground, Private |
| SEWER | Public Sewer |
| STORIES | 2 |
| SUBDIVISION | WINDSOR HILLS PH 3 |
| TAXES | 8224.52 |
| UTILITIES | Electricity Connected, Sewer Connected |
| WATER | None |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Brandon Thompson, KELLER WILLIAMS ADVANTAGE III, murraycoleman@kw.com
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/8/26 5:00 PM PDT.
This IDX solution is (c) Diverse Solutions 2026.