1 / 56For Sale • Windsor Hills Resort
7777 Teascone Boulevard
Kissimmee, FL 34747 • MLS# S5154949
$679,000
5
Bedrooms
5
Bathrooms
2,297 sqft
Living Area
2007
Year Built
2
Garage
Yes
Private Pool
Property Description
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.
Property Overview
- Status
- Active
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- Year Built
- 2007
- City
- Kissimmee
- ZIP / Area
- 34747
- Subdivision
- Windsor Hills Ph 06
- State
- FL
- County
- Osceola
- List Date
- Aug 10, 2026
- MLS #
- S5154949
- List Price
- $679,000
Bedrooms & Bathrooms
- Bedrooms
- 5
- Total Bathrooms
- 5
- Full Bathrooms
- 5
- Half Bathrooms
- 0
Structure
- Garage Spaces
- 2
- Construction Materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Flooring
- Carpet, Ceramic Tile
- Private Pool
- Yes
- Patio & Porch
- Deck, Patio, Porch, Screened
Size & Lot
- Living Area
- 2,297 sqft
- Lot Size
- 7,231 sqft
- Acres
- 0.17
- Lot Description
- In County
- Waterfront
- No
Utilities
- Heating
- Central, Electric, Exhaust Fan
- Cooling
- Central Air
- Water Source
- Public
- Sewer
- Public Sewer
Additional Features
- Interior Features
- Window Treatments
- Appliances
- Dishwasher, Disposal, Dryer, 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
- $515 / Quarterly
- Annual Property Tax
- $6,917
- Tax Year
- 2025
HOA, Community & Pets
- Primary Association
- Erika
- Secondary Association
- Windsor Hill Master
- Secondary Association Fee
- $1,209 / Quarterly
- Minimum Lease
- 1-7 Days
- Senior Community
- No
- Pets Allowed
- No
Association Fee Includes
Community Features
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 FRONTLINE FLORIDA REALTY, INC. — Alan Martin.
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