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.
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 Details
Price:
$659,000
MLS #:
O6423586
Status:
Active
Beds:
6
Baths:
4
Type:
Single Family
Subtype:
Villa
Subdivision:
WINDSOR HILLS PH 3
Neighborhood:
34747kissimmeecelebration
Listed Date:
Jul 13, 2026
Finished Sq Ft:
2,812
Total Sq Ft:
3,612
Lot Size:
6,250 sqft / 0.14 acres (approx)
Year Built:
2005
See this Listing
Schools
Elementary School:
Westside K-8
Middle School:
West Side
High School:
Celebration High
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
Bathrooms
4 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Tile, Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(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)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
Two
Exterior
Association Amenities
Basketball Court, Cable TV, Clubhouse, Fitness Center, Maintenance
Attached Garage YN
1
Community Features
Clubhouse, Dog Park, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Irrigation System, Lighting
Garage Spaces
2
Roof
Shingle
Security Features
Gated Community, Medical Alarm, Security Fencing/Lighting/Alarms, Smoke Detector(s)
Spa Features
Above Ground, Heated
Window Features
Aluminum Frames, Blinds
Financial
HOA Fee
$512
HOA Fee 2
$1,203
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Community Pool
HOA Name
Erika Baldwin
HOA Name 2
The Master at Windsor Hills
HOA Phone
407-787-4255
Tax Year
2025
Taxes
$7,331
Map
Community
- Address7765 TOSTETH STREET KISSIMMEE FL
- SubdivisionWINDSOR HILLS PH 3
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Oct 18, 2026
2,255
Single Family Listed
165
Avg DOM
215
Avg $ / SqFt
$474,452
Avg List Price
Property Summary
- Located in the WINDSOR HILLS PH 3 subdivision, 7765 TOSTETH STREET KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $659,000 and features 6 beds, 4 baths, and has approximately 2,812 square feet of living space, and was originally constructed in 2005. The current price per square foot is $234. The average price per square foot for Single Family listings in KISSIMMEE is $215. The average listing price for Single Family in KISSIMMEE is $474,452. To schedule a showing of MLS#o6423586 at 7765 TOSTETH STREET in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FLORIDA 360 REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 7765 TOSTETH STREET
KISSIMMEE, FL