2199 TRIPOLI COURT at

2199 TRIPOLI COURT

For sale Days on market 64

$750,000

$171/sq ft

$40,000
Price Decreased

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Overview

Bedroom

Bath

Year Built

2015

Garage

Sqft

4391

Property Type

Single Family Residence

Property 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.

Property Details

MLS#

O6383484

Garage

Address

2199 TRIPOLI

City

Kissimmee

State/county

Zip/Postal Code

34747

Area

Windsor At Westside

Country

United States

HOA

Yes

Assoc Fee

$563

Assoc Fee Pd

Monthly

Tax Amount

$11,987

Maint Fee

$--

Tax Year

2025

Convection Oven

Dishwasher

Disposal

Dryer

Electric Water Heater

Range

Refrigerator

Washer

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