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$649,000 Just Listed
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Property Description
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.
Full Property Details
Full Property Details for 2135 Tripoli Ct
General
- Price: $649,000
- HOA FEE: $563/month
- Taxes: $8,768 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6434920
- Updated: Today (8/20/2026)
- Added to Site: Today
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s)
- Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Laminate
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
Bedrooms
- Total Bedrooms: 9
Other Rooms
- Laundry: Laundry Closet
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated, In Ground
- Spa: Yes
- Spa Description: Heated
Exterior
- Exterior Features: Sidewalk
- Deck/Patio: Covered, Enclosed
- Porch/Patio/Deck: Covered, Enclosed
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Guest, On Street
Location
- Area: 34747 - Kissimmee/Celebration
- County: Osceola
- Development Name: 34747 - Kissimmee/Celebration
- Subdivision: WINDSOR AT WESTSIDE PH 1
- Driving Directions: From I-4, take Exit 58 (ChampionsGate Blvd), head north to US-192, turn left, then right on Westside Blvd. Enter Windsor at Westside and follow community signs to Tripoli Ct. Destination: 2135 Tripoli Ct, Kissimmee, FL 34747.
- Direction Faces: North
Community
- Community Name: 34747 - Kissimmee/Celebration
- Association: Yes
- Assoc. Name: Icon Mgmt Services
- Number of Pets: 2
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Phone Available, Sewer Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Other, Tile
- Stories/Levels: Two
- Square Feet: 4,391
- Sq. Ft. Source: Public Records
- Year Built: 2016
Lot Features
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,970
- Lot Size: 6970
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $563
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $8,768
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSOR AT WESTSIDE PH 1 PB 23 PG 112-118 LOT 221
- Flood Zone Info: X
- APN: 182527558700012210
- Property ID: 182527558700012210
Listed by Kressler Real Estate
Get Pre-Approved Today
Schools
Schools serving 2135 Tripoli Ct
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Westside K-8 School 2551 Westside Boulevard, Kissimmee, FL 34747 | PK-5 | 0.5 mi |
Celebration High School 1809 Celebration Blvd, Celebration, FL 34747 | 9-12 | 4.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2135 Tripoli Ct
Date
Details
Price
Change
Source
8/20/2026
Listed
$649,000
27.76%
MLS
4/01/2016
Sold
$508,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 2135 Tripoli Ct
Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,982
-6%
$632,900
-12%
2024
$12,709
11%
$720,900
6%
2023
$11,494
24%
$677,900
36%
2021
$9,294
-12%
$497,300
-17%
2022
$10,554
14%
$598,900
18%
2021
$9,294
3%
$509,400
9%
2019
$9,065
-2%
$467,300
1%
2018
$9,263
2%
$461,900
5%
2017
$9,097
208%
$440,100
1000%
2016
$2,952
519%
$40,000
33%
2015
$477
—
$30,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2135 Tripoli Ct
2135 Tripoli Court, Kissimmee, FL 34747 (MLS# O6434920) is a Single Family property with 9 bedrooms and 6 full bathrooms. 2135 Tripoli Court is currently listed for $649,000 and was received on August 20, 2026. Want to learn more about 2135 Tripoli Court? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

