Welcome to 2135 Tripoli Court, an expansive 9-bedroom, 6-bathroom pool home offering 4,391 square feet in the gated Windsor at Westside Resort. Built in 2016, this spacious residence provides the flexibility and capacity sought by vacationers, investors, and owners who enjoy entertaining. The open-concept living area connects the kitchen, dining space, and gathering areas, while the generous bedroom count and multiple bathrooms gives comfort and privacy throughout the home. Step outside to the private pool and enjoy the Florida lifestyle from your own vacation retreat.
Windsor at Westside provides an impressive resort experience featuring a 10,000-square-foot clubhouse, zero-entry resort-style pool, waterslide, lazy river, hot tub, family water playground, fitness center, game room, sports courts, and Tu Casa Bar and Lounge with poolside dining. The community is conveniently located near Walt Disney World, shopping, dining, golf, and Central Florida’s most popular attractions.
Whether you are searching for a personal vacation home, second residence, or short-term rental investment, this property combines substantial living space with an amenity-rich resort setting. Schedule your private showing and discover the possibilities at 2135 Tripoli Court.
Windsor at Westside provides an impressive resort experience featuring a 10,000-square-foot clubhouse, zero-entry resort-style pool, waterslide, lazy river, hot tub, family water playground, fitness center, game room, sports courts, and Tu Casa Bar and Lounge with poolside dining. The community is conveniently located near Walt Disney World, shopping, dining, golf, and Central Florida’s most popular attractions.
Whether you are searching for a personal vacation home, second residence, or short-term rental investment, this property combines substantial living space with an amenity-rich resort setting. Schedule your private showing and discover the possibilities at 2135 Tripoli Court.
Property Details
Price:
$649,000
MLS #:
O6434920
Status:
Active
Beds:
9
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR AT WESTSIDE PH 1
Neighborhood:
34747kissimmeecelebration
Listed Date:
Aug 20, 2026
Finished Sq Ft:
4,391
Total Sq Ft:
6,969
Lot Size:
6,970 sqft / 0.16 acres (approx)
Year Built:
2016
See this Listing
Schools
Interior
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Bathrooms
6 Full Bathrooms
Cooling
Central Air
Flooring
Laminate
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Laundry Closet
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Sidewalk
Garage Spaces
2
Open Parking YN
1
Parking Features
Driveway, Guest, On Street
Patio And Porch Features
Covered, Enclosed
Roof
Other, Tile
Spa Features
Heated
Financial
HOA Fee
$563
HOA Fee Frequency
Monthly
HOA Name
Icon Mgmt Services
HOA Phone
407-507-2800
Tax Year
2025
Taxes
$8,768
Map
Community
- Address2135 TRIPOLI COURT KISSIMMEE FL
- SubdivisionWINDSOR AT WESTSIDE PH 1
- 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 30, 2026
2,313
Single Family Listed
162
Avg DOM
217
Avg $ / SqFt
$472,810
Avg List Price
Property Summary
- Located in the WINDSOR AT WESTSIDE PH 1 subdivision, 2135 TRIPOLI COURT KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $649,000 and features 9 beds, 6 baths, and has approximately 4,391 square feet of living space, and was originally constructed in 2016. The current price per square foot is $148. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,810. To schedule a showing of MLS#o6434920 at 2135 TRIPOLI COURT in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of KRESSLER REAL ESTATE. 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. 2135 TRIPOLI COURT
KISSIMMEE, FL