Map
USAFLKissimmeeWindsor at Westside2199 Tripoli Ct
Listing image | Image 1
Link Copied

2199 Tripoli Ct, KISSIMMEE, FL

House

For Sale

Listed price in listed location currency (USD).
$790,000

960

MLS® O6383484

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4391 sqft
Garage Yes
Taxes $11,987
Days Active 5
Lot Size 0.15 acres
Approx. Age 2015
Avg. Price Per Sqft $179
MLS® Number O6383484

Property Address: 2199 Tripoli Ct, KISSIMMEE, FL, 34747-1256

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberO6383484
Laundry LevelLaundry Room
Central VacNo
FireplaceNo
Acreage0.15
Exterior
GarageYes
Approx. Age2015
Basement
Driveway
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Loft:Second Floor15 × 26 ft
Bedroom 5:Second Floor12 × 12 ft
Bedroom 3:Second Floor11 × 11 ft
Other:First Floor15 × 18 ft
Other:Second FloorNot available
Bedroom 2:First Floor10 × 11 ft
Kitchen:First Floor20 × 18 ft
Living Room:First Floor35 × 30 ft
Bedroom 4:Second Floor12 × 11 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 18, 2026List Date
$790,000List Price

Home Estimate Zoopraisal®

This property is estimated to sell between: $635,000 and $868,000.
Similar properties in this area sold on average for: $635,000
Expected to sell in 78 days. Similar properties sold in 83 days. This home has been on Zoocasa for 5 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Powered by Zoocasa
  • Commute

Commute

Starting Address
Destination Address
2199 Tripoli Ct, KISSIMMEE, FL

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Company

Stay Connected

1-844-683-4663

[email protected]

800 - 1070 Douglas Street, Victoria, BC, V8W2C4

Download Our App

Apple StoreGoogle Play Store
US Real Estate ListingsCanada Real Estate Listings

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Zoocasa Logo
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

eXp Realty holds real estate brokerage licenses in multiple states. Zoocasa (Canada), Inc. holds real estate brokerage licenses in multiple provinces. For information on licenses please contact us at [email protected]

For listings in Canada, the trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

MLS® Compliance Statements
Tony King – Designated Managing Broker, Broker Operations – TX. Texas Real Estate Commission information about brokerage services
Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations. To view The Fair Housing Notice - Please Click Here. Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H. To View - Please Click Here.

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny – Designated Broker
eXp Realty of Southern California, Inc. | CA DRE# 02187306 | Gina Saad – Designated Broker
eXp Realty of Greater Los Angeles, Inc. | CA DRE# 02188471 | Anita Cruz – Designated Broker
eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas Penny – Designated Broker
Fair Housing and Reasonable Accommodations
DMCA Notice