1 / 60For Sale • Windsor Hills Resort
7765 Tosteth Street
Kissimmee, FL 34747 • MLS# O6423586
$699,000
6
Bedrooms
4
Bathrooms
2,812 sqft
Living Area
2005
Year Built
2
Garage
Yes
Private Pool
Property Description
Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This spacious 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of thoughtfully designed living space, perfect for large groups looking for comfort, privacy, and resort-style amenities. The open-concept main floor features a generous living and dining area, a fully equipped kitchen, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — a dedicated laundry room, and a game room for added entertainment. Step outside to your private screened pool with heated spa, surrounded by a covered patio and deck — the perfect setting for relaxing afternoons under the Florida sun. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with strong short-term rental potential or a private family retreat steps from the magic of Orlando, 7765 Tosteth Street is ready to deliver. Offered fully furnished and ready to generate income from day one.
Property Overview
- Status
- Active
- Property Type
- Residential
- Property Subtype
- Villa
- Year Built
- 2005
- City
- Kissimmee
- ZIP / Area
- 34747
- Subdivision
- Windsor Hills Ph 3
- State
- FL
- County
- Osceola
- List Date
- Jul 13, 2026
- MLS #
- O6423586
- List Price
- $699,000
Bedrooms & Bathrooms
- Bedrooms
- 6
- Total Bathrooms
- 4
- Full Bathrooms
- 4
- Half Bathrooms
- 0
Structure
- Garage Spaces
- 2
- Construction Materials
- Stucco
- Roof
- Shingle
- Foundation
- Block
- Flooring
- Carpet, Tile, Vinyl
- Private Pool
- Yes
Size & Lot
- Living Area
- 2,812 sqft
- Lot Size
- 6,250 sqft
- Acres
- 0.14
- Waterfront
- No
Utilities
- Heating
- Central, Electric
- Cooling
- Central Air, Zoned
- Water Source
- Public
- Sewer
- Public Sewer
Additional Features
- Interior Features
- Ceiling Fans(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Exterior Features
- Lighting
- Appliances
- Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, 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
- $512 / Quarterly
- Annual Property Tax
- $7,331
- Tax Year
- 2025
HOA, Community & Pets
- Minimum Lease
- No Minimum
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 FLORIDA 360 REALTY LLC — Cristobal Murature Reggiardo.

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