Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!
Property Details
Price:
$720,000
MLS #:
O6382041
Status:
Active
Beds:
9
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR AT WESTSIDE PH 2A
Neighborhood:
34747kissimmeecelebration
Listed Date:
Feb 14, 2026
Finished Sq Ft:
4,391
Total Sq Ft:
5,214
Lot Size:
7,841 sqft / 0.18 acres (approx)
Year Built:
2017
See this Listing
Schools
Elementary School:
Westside K-8
Middle School:
West Side
High School:
Celebration High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
6 Full Bathrooms
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central
Interior Features
Primary Bedroom Main Floor, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
Two
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Playground, Pool
Attached Garage YN
1
Community Features
Clubhouse, Fitness Center, Gated Community – Guard, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
2
Direction Faces
East
Exterior Features
Irrigation System, Lighting
Garage Spaces
2
Patio And Porch Features
Covered
Roof
Tile
Spa Features
Heated, In Ground
Financial
HOA Fee
$563
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Recreational Facilities, Trash
HOA Name
WINDSOR AT WESTSIDE ASSOCIATION INC
HOA Phone
407-507-1417
Tax Year
2025
Taxes
$11,694
Map
Community
- Address8811 MACAPA DRIVE KISSIMMEE FL
- SubdivisionWINDSOR AT WESTSIDE PH 2A
- 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 Aug 29, 2026
2,314
Single Family Listed
161
Avg DOM
217
Avg $ / SqFt
$472,740
Avg List Price
Property Summary
- Located in the WINDSOR AT WESTSIDE PH 2A subdivision, 8811 MACAPA DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $720,000 and features 9 beds, 6 baths, and has approximately 4,391 square feet of living space, and was originally constructed in 2017. The current price per square foot is $164. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,740. To schedule a showing of MLS#o6382041 at 8811 MACAPA DRIVE in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of YOUR DREAM HOUSE REALTY. 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. 8811 MACAPA DRIVE
KISSIMMEE, FL