Under contract-accepting backup offers. Experience the perfect blend of comfort, relaxation, and vacation living at this beautifully appointed home in the sought-after Windsor at Westside community. Featuring a private pool and complimentary basic internet and TV box, this residence is an excellent opportunity for a personal getaway or zoned short-term rental.
Set within a vibrant Mediterranean-inspired community, residents and guests enjoy an impressive selection of amenities, including a resort pool, lazy river, water playground, private cabanas, covered patio areas, outdoor fireplace, fitness center, arcade, multi-purpose courts, sand volleyball, grass sports field, and shaded playground. The clubhouse also features Tu Casa Bar & Lounge, event spaces, and the convenient El Rodeo Market for added ease during your stay.
Ideally positioned near State Road 192, I-4, and US-27, the property provides convenient access to Walt Disney World, Animal Kingdom, and Orlando’s renowned attractions. Shopping, dining, and entertainment are also nearby, including Prime Outlet Mall and International Drive.
Whether used as a vacation retreat or short-term rental, this home delivers an inviting combination of private outdoor enjoyment, community amenities, and an exceptional location in the heart of Central Florida’s premier vacation destination. Please note: House has current lease due by 3/31/2028.
Set within a vibrant Mediterranean-inspired community, residents and guests enjoy an impressive selection of amenities, including a resort pool, lazy river, water playground, private cabanas, covered patio areas, outdoor fireplace, fitness center, arcade, multi-purpose courts, sand volleyball, grass sports field, and shaded playground. The clubhouse also features Tu Casa Bar & Lounge, event spaces, and the convenient El Rodeo Market for added ease during your stay.
Ideally positioned near State Road 192, I-4, and US-27, the property provides convenient access to Walt Disney World, Animal Kingdom, and Orlando’s renowned attractions. Shopping, dining, and entertainment are also nearby, including Prime Outlet Mall and International Drive.
Whether used as a vacation retreat or short-term rental, this home delivers an inviting combination of private outdoor enjoyment, community amenities, and an exceptional location in the heart of Central Florida’s premier vacation destination. Please note: House has current lease due by 3/31/2028.
Property Details
Price:
$408,000
MLS #:
O6437546
Status:
Active Under Contract
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR AT WESTSIDE PH 2B
Neighborhood:
34747kissimmeecelebration
Listed Date:
Aug 28, 2026
Finished Sq Ft:
2,622
Total Sq Ft:
2,598
Lot Size:
4,792 sqft / 0.11 acres (approx)
Year Built:
2019
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Electric
Interior Features
Thermostat
Laundry Features
Inside
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Irrigation System
Garage Spaces
2
Roof
Tile
Financial
HOA Fee
$606
HOA Fee Frequency
Monthly
HOA Name
Castle Group
Tax Year
2025
Taxes
$9,328
Map
Community
- Address8816 CORCOVADO DRIVE KISSIMMEE FL
- SubdivisionWINDSOR AT WESTSIDE PH 2B
- 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 19, 2026
2,256
Single Family Listed
166
Avg DOM
215
Avg $ / SqFt
$474,768
Avg List Price
Property Summary
- Located in the WINDSOR AT WESTSIDE PH 2B subdivision, 8816 CORCOVADO DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $408,000 and features 5 beds, 6 baths, and has approximately 2,622 square feet of living space, and was originally constructed in 2019. The current price per square foot is $156. The average price per square foot for Single Family listings in KISSIMMEE is $215. The average listing price for Single Family in KISSIMMEE is $474,768. To schedule a showing of MLS#o6437546 at 8816 CORCOVADO DRIVE in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of US RELIANCE SOLUTIONS INC. 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. 8816 CORCOVADO DRIVE
KISSIMMEE, FL