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Asking Price

$ 770,000

Status

Active

2199 TRIPOLI COURT

KISSIMMEE, FL,34747, WINDSOR AT WESTSIDE

Overview

9 Bedrooms

6 Bathrooms

2 Garage

4,391 sqft

Year Built: 2015


School Nearby

Description

Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.


Features

Status:   Active

Beds:    9

Baths:   6

Square Footage:   4,391 Sq. Ft

HOA Fee:   563

Property Type:   Single Family Residence

MLS Number:   O6383484

Days on Market:   47

Year Built:   2015

Lot Size:  

County:   Osceola

Taxes:   $11,987.00


Address

2199 TRIPOLI COURT , KISSIMMEE ,FL

Listing provided by: PABLA PROPERTIES, 407-967-2757

Asking Price

$770,000

Status

Active

Similar Properties

Based on information submitted to the MLS GRID as of 04/06/2026 13:27. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information.