Kissimmee, FL · Single Family Residence
2199 Tripoli Ct
Active · MLS MFRO6383484 · Listed by PABLA PROPERTIES · 407-967-2757.
THE SETTING, AND THE DETAILS
A closer look.
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.
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $171
- Full bathrooms
- 6
- Half bathrooms
- 0
- Heated living area
- 4391
- Lot size (acres)
- 0.15
- Lot size (sq ft)
- 6534
- Year built
- 2015
- Property type
- Residential
- Property style
- Not provided
Interior & rooms
- Interior features
- Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Window Treatments
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
- Flooring
- Carpet, Ceramic Tile, Luxury Vinyl
- Additional rooms
- Not provided
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- Not provided
- Water view
- Not provided
- Dock
- Not provided
- Dock features
- Not provided
- Other views
- Not provided
- Lot features
- Not provided
- Exterior features
- Outdoor Grill, Sliding Doors
- Community amenities
- Clubhouse, Fitness Center, Gated Community - Guard, Playground, Pool, Sidewalks, Tennis Court(s), Street Lights
- Zoning
- SHORT TERM
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Not provided
- Other structures
- Not provided
Pool, parking & systems
- Private pool
- Yes
- Pool features
- Child Safety Fence, Heated, Lighting
- Garage
- Yes
- Garage spaces
- 2
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Not provided
- Fireplace
- No
- Fireplace features
- Not provided
- Heating
- Central
- Cooling
- Central Air
- Water supply
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Underground Utilities
Construction
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Stories
- Not provided
- Levels
- Two
Location & schools
- City
- KISSIMMEE
- Subdivision
- WINDSOR AT WESTSIDE
- County
- Osceola
- ZIP code
- 34747
- Elementary school
- Not provided
- Middle school
- Not provided
- High school
- Not provided
Association, taxes & listing
- HOA / association
- Yes
- Association fee
- $563
- Fee frequency
- Monthly
- Included services
- Guard - 24 Hour, Cable TV, Common Area Taxes, Pool, Internet, Maintenance Grounds, Recreational Facilities, Trash
- Association amenities
- Not provided
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- Not provided
- Condo fee frequency
- Not provided
- Annual property taxes
- $11,987
- Tax year
- 2025
- Other annual assessments
- $2,910
- CDD
- Yes
- Listing status
- Active
- Days on market
- 64
- Listing broker
- PABLA PROPERTIES
- MLS number
- MFRO6383484
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by PABLA PROPERTIES · MLS MFRO6383484
Source: mfrmls · Listing updated 2026-04-23 12:20:09 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
A GOOD CONVERSATION IS A GOOD START
Let’s talk about
your next move.
Ask about this home, arrange a showing, or talk through what you’re looking for.
Call Scott: (407) 760-0382Your inquiry goes directly to Scott.