2199 TRIPOLI COURT Kissimmee, FL $ 790,000
2199 TRIPOLI COURT
$ 790,000
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2199 TRIPOLI COURT

Kissimmee, FL, 34747
$ 790,000
Bedrooms9 Baths6.0 Sq 4,391

Monthly Estimate*

$ 4,864

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Single Family Home for sale in Kissimmee, FL

for $790,000 with 9 bedrooms and 6 full baths. This 4,391 square foot home was built in 2015 on a lot size of 0.15.

Welcome to 2199 Tripoli, a spacious 9-bedroom, 5-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.

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Single Family Active

Price

$ 790,000

Bedrooms

9

Full Bath

6

Property Type

Single Family

Taxes

$ 11,987

Style

Single Family Residence

Lot Size

0.15

Year Built

2015

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

O6383484

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Connected Electricity Connected Street Lights Underground Utilities
Roof Tile
Appliances Convection Oven Dishwasher Disposal Dryer Electric Water Heater Range Refrigerator Washer
Zoning SHORT TERM
HOA Fee 563
Garage Spaces 2
Association Fee Includes 24-Hour Guard Cable TV Common Area Taxes Community Pool Internet Maintenance Grounds Recreational Facilities Trash
Pool Features Child Safety Fence Heated Lighting
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2015
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Fitness Center Gated Community - Guard Playground Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Monthly
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name WINDSOR AT WESTSIDE
Facing Direction North
Garage Y/N true
Total Rooms 12
Full Baths 6
Status Active
Directions From I-4 to 192 West go left on Westside Blvd stay on Westside Blvd until it ends turn right at resort main entrance turn right onto Tripoli Ct and this home is on right.
City KISSIMMEE
Association Name Joseph Muniz
Senior Community Y/N false
MLS Area 34747 - Kissimmee/Celebration
Lot Size Units Square Feet
Lot Size Square Feet 6534
Carport Y/N false
Listing Terms Cash Conventional Private Financing Available
Spa Features Heated In Ground
Land Lease Y/N false
Tax Annual Amount 11987
Home Warranty Y/N false
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6383484
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
TaxOtherAnnualAssessmentAmount 2910
Tax Lot 205
Legal Description WINDSOR AT WESTSIDE PH 1 PB 23 PG 112-118 LOT 205
Minimum Lease 1-7 Days
Water Access Y/N false
Monthly HOA Amount 563
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) High Ceilings Primary Bedroom Main Floor Window Treatments
Flooring Carpet Ceramic Tile Luxury Vinyl
Furnished Y/N Furnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 9
Total Baths 6
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Exterior
Exterior Amenities Irrigation System Outdoor Grill Sliding Doors
Water Source Public
Lot Size Area 6534
Foundation Details Slab
Spa true
Building Area Total 4860
Lot Size Acres 0.15
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Pabla Properties

Broker

sunnypabla1@gmail.com

Email

Affordability Calculator

$5,863
Per Month
83%
17%
0%
Monthly Principal & Interest
$4,864
Monthly Property Taxes
$999
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
2/18/2026$790,000 Listed Price

Map


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2199 TRIPOLI COURT, Kissimmee, FL, 34747 is a Single Family Home for sale at $790,000 with 4,391 sqft and a lot size of 0.15. 2199 TRIPOLI COURT has 9 bedrooms, 6.0 baths, and was built in 2015. The property's zip code is 34747 which is in Kissimmee, FL